Category: 1001401-62-2

Application of 1001401-62-2, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Asolution of 2- (2H-1, 2, 3-triazol-2-yl) benzoic acid (6.8 g, 36 mmol) in SOCl2(30 mL) was stirred at RT for 30 mins. The solvent was removed in vacuo. To asolution of the product from Step 2 (6.0 g, 36 mmol) in dry toluene (50 mL) wasadded 1 N aqueous NaOH (73 mL, 0.073 mol) at 0 and asolution of the above residue in toluene (30 mL) dropwise . The resultingmixture was stirred at RT overnight and extracted with EtOAc (100 mL x 3) . Thecombined organic layers were washed with brine, dried over Na2SO4,filtered, and concentrated in vacuo to give the title compound as an oil, whichwas used without further purification. LRMS m/z (M+H) 508.1 found, 508.2required

In the meantime we’ve collected together some recent articles in this area about 1001401-62-2 to whet your appetite. Happy reading!

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; LUO, Yunfu; (47 pag.)WO2016/65587; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1001401-62-2, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (285 mg, 1.5 mmol) in SOCl2 (3 mL) was stirred at RT for 0.5 h. Then the mixture was concentrated in vacuo. To a solution of the product from step 7 (300 mg, 1.26 mmol) and TEA (0.5 mL, 3.78 mmol) in DCM (3 mL) was added the above residue dropwise at 0 oC. The mixture was stirred at 0 oC for 2 h. water (2 mL) was added to quench the reaction and the mixture was extracted with DCM (3 mL x 3). The combined organic layers was washed with brine (3 mL x 3), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to give the title compound as a solid. LRMS m/z (M+H) 410.1 found, 410.2 required.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 2-(2H-1,2,3-Triazol-2-yl)benzoic acid is helpful to your research.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (68 pag.)WO2016/89721; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 1001401-62-2

Step (iii): N-[(1S,2S)-2-{[3-Chloro-5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide To a solution of (1S,2S)-1-N-[3-chloro-5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (530 mg, 1.67 mmol) in dry DMF (5.6 ml) was added 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 348 mg, 1.84 mmol), HATU (953 mg, 2.51 mmol) and triethylamine (699 mul, 5.01 mmol) and then stirred at room temperature for 17 hours. The reaction was partitioned between ethyl acetate and a saturated solution of sodium bicarbonate. The organics were washed with water, brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (basic silica, 0-100% ethyl acetate/petrol) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.49-1.77 (m, 4H), 1.93-2.05 (m, 1H), 2.06-2.17 (m, 1H), 4.18-4.29 (m, 1H), 4.33-4.44 (m, 1H), 7.40-7.46 (m, 1H), 7.46-7.53 (m, 1H), 7.56-7.64 (m, 1H), 7.72-7.78 (m, 1H), 7.79-7.87 (m, 3H), 8.41-8.57 (m, 2H) MS ES+: 452

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 1001401-62-2, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 1 2-(((3R,6R)-l-(2-(2H-l,2,3-Triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)amino)isonicotinonitrile Step 1: (2R,55′)-Benzyl 2-methyl-5-((methylsulfonyl)oxy)piperidine-l-carboxylate (2) A solution of (2R,55)-benzyl 5-hydroxy-2-methylpiperidine-l-carboxylate (15.0 g, 60.2 mmol), 4-dimethylamino pyridine (0.74 g, 6.0 mmol), and (( (401 mL) was treated with DIEA (15.8 mL, 90.0 mmol) and cooled at 0 C. Methanesulfonyl chloride (5.9 mL, 75 mmol) in (( (67 mL) was added dropwise and stirring continued at 0 C for 2 h. The reaction was diluted with water and 1 N HQ and the separated organics were washed with brine, dried over MgS04, filtered, concentrated and dried, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 328.3 found, 328.1 required. Step 2: (2R,5R)-Benzyl 5-azido-2-methylpiperidine-l-carboxylate (3) A solution of crude (2R,55)-benzyl 2-methyl-5-((methylsulfonyl)oxy)piperidine- 1 -carboxylate (19.7 g, 60.2 mmol) and sodium azide (6.65 g, 102 mmol) in DMF (86 mL) was heated to 85 C overnight. The reaction was diluted with EtOAc, washed 2x with water, lx with brine, dried over magnesium sulfate, filtered, and concentrated, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 275.3 found, 275.2 required. Step 3: (2R,5R)-Benzyl 5-amino-2-methylpiperidine-l -carboxylate (4) To a solution of (2R,5R)-benzyl 5-azido-2-methylpiperidine-l-carboxylate (15.2 g, 55.4 mmol) in THF (111 mL) was added trimethylphosphine (1.0 M in toluene, 55.4 mL, 55.4 mmol) dropwise over 20 min. The reaction was quenched with water (30 mL) and stirred at RT overnight. The mixture was diluted with dichloromethane, washed 2x with water, lx with brine, dried over magnesium sulfate, filtered, and concentrated, providing the crude title compound as an orange oil which was used without further purification. LRMS m/z (M+H) 249.6 found, 249.3 required. Step 4: (2R,5R)-Benzyl-5-((?ert-butoxycarbonyl)amino-2-methylpiperidine-l-carboxylate (5) A solution of (2R,5R)-Benzyl 5-amino-2-methylpiperidine-l-carboxylate (3.08 g, 12.4 mmol) and 4-dimethylaminopyridine (0.015 g, 0.12 mmol) in dichloromethane (62 mL) was treated with a solution of di-tert-butyl dicarbonate (2.91 mL, 12.5 mmol) in dichloromethane (20 mL) dropwise and stirred at RT overnight. The reaction was concentrated in vacuo, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 349.4 found, 349.3 required. Step 5: tert-Butyl ((3R,6R)-6-methylpiperidin-3-yl)carbamate (6) A solution of (2R,5R)-benzyl-5-((/er/-butoxycarbonyl)amino-2-methylpiperidine- 1 -carboxylate (4.32 g, 12.4 mmol) and palladium (10 wt % on activated carbon, 0.300 g, 2.82 mmol) in degassed ethanol (100 mL) and methanol (5 mL) was stirred for 72 h under an atmosphere of hydrogen gas. Additional palladium (10 wt % on activated carbon, 0.10 g, 0.94 mmol) was added, and the reaction was recharged with hydrogen gas and allowed to stir at RT overnight. The degassed mixture was then filtered over celite, washing with EtOH. The filtrate was concentrated to give the titled compound as a crude, light yellow solid which was used without further purification. Step 6: tert-Butyl((3R,6R)-l-(2-(2H-l,2,3-triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)carbamate (7) A solution of 2-(2H- 1,2,3 -triazol-2-yl)benzoic acid (4.24 g, 22.40 mmol), tert- butyl ((3R,6R)-6-methylpiperidin-3-yl)carbamate (3.20 g, 14.93 mmol), l-hydroxy-7- azabenzotriazole (4.06 g, 29.9 mmol), EDC (5.72 g, 29.9 mmol), and DIEA (15.65 mL, 90 mmol) in DMF (100 mL) was heated at 50 C overnight. The reaction was diluted with saturated, aqu. aHC03 and extracted 2x with EtOAc. The organics were washed with brine, dried over MgS04, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-80% EtOAc in hexanes), providing the title compound. LRMS m z (M+H) 386.4 found, 386.2 required. Step 7: (2-(2H-l,2,3-Triazol-2-yl)phenyl)((2R,5R)-5-amino-2-methylpiperidin-l-yl)methanone (8) A solution of tert-butyl((3R,6R)-l-(2-(2H-l,2,3-triazol-2-yl)benzoyl)-6- methylpiperidin-3-yl)carbamate (3.6 g, 9.3 mmol) in EtOAc (78 mL) was saturated with HC1 (g) and stirred for 2 h. The reaction was concentrated and the residue basified with 1 N NaOH. The mixture was extracted 3x with EtOAc, then the organics were washed with brine, dried over MgS04, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-20% MeOH in CH2C12), providing the title compound. LRMS m/z (M+H) 286.3 found, 286.3 required. Step 8: 2-(((3R,6R)-l-(2-(2H- 1,2,3 -triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)amino)isonicotinonitrile A solution of (2-(2H-l,2,3-triazol-2-yl)phenyl)((2R,5R)-5-amino-2- methylpiperidin- 1 -yl)methanone (400 mg, 1.40 mmol) 2-fluoroisonicotinonitrile (342 mg, 2.80 mmol), and cesium carbonate (776 mg, 2.383 mmol) in DMSO (4673 muKappa) was heated at 50 C for 48 h. The reaction was cooled, dilut…

This is the end of this tutorial post, and I hope it has helped your research about 1001401-62-2!

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/85208; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

To a solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (500 mg, 2.65 mmol) in DMF (8 mL) was added HATU (1.51 g, 3.98 mmol) and DIEA (1.03 mg, 7.95 mmol). The resulting mixture was stirred at RT for 30 mins, and then tert-butyl hexahydropyrrolo[3,4-cjpyrrole- 2(1H)-carboxylate (562 mg, 2.65 mmol) was added. The resulting mixture was stirred at RT for2 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (10% – 50% EtOAc in petroleum ether) to give the title compound as a oil. LRMS m/z (M+H) 384.2 found, 384.2 required.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 2-(2H-1,2,3-Triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (50 pag.)WO2016/100162; (2016); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1001401-62-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 2-iodobenzoic acid (3.0 g, 12.09 mmol) in DMF (1.0 mL) was treated with 1,2,3-triazole (1.5 g, 21.7 mmol), CsCO3 (7.08 g, 21.7 mmol), and trans-N,N’- dimethylcyclohexane-l52-diamine (0.31 g, 2.17 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with EtOAc5 and filtered through Celite. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting desired 2-(2H-l52,3-triazol-2-yl)benzoyl acid. Data for 2-triazolyl isomer: 1HNMR (500 MHz, DMSO-d6) delta 13.05 (br s , IH)5 8.12 (s, 2H), 7.81-7.52 (m, 4H) ppm. The undesired l-(2H-l,2,3-triazol-2-yl)benzoic acid eluted second. A portion of the desired acid (0.10 g, 0.53 mmol) was treated with thionyl chloride (0.59 g, 5.3 mmol) in dichloromethane (5.0 mL) at rt. After stirring at RT for 1 h, the mixture was concentrated, azeotroping with benzene to yield acid chloride A-3.

This is the end of this tutorial post, and I hope it has helped your research about 1001401-62-2!

Reference:
Patent; MERCK & CO., INC.; WO2007/126934; (2007); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step (i): tert-butyl N-{l-methyl-2-[2-(2H-l,2,3-triazol-2- yl)benzamido]cyclopentyl}carbamate To a solution of ieri-butyl N-(2-amino-l-methylcyclopentyl)carbamate (Intermediate 30; 500 mg, 2.333 mmol) in dry DMF (8 ml) was added 2-(2H-l,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 485 mg, 2.57 mmol), HATU (1331 mg, 3.50 mmol) and triethylamine (976 mu, 7.00 mmol). The reaction was stirred at room temperature under nitrogen for 17 hours. The reaction was partitioned between ethyl acetate and saturated solution of sodium bicarbonate, washing with brine and dried over magnesium sulfate, filtered and concentrated in vacuo. The crude oil was purified by column chromatography (silica, 0-100% ethyl acetate / petrol) and then by column chromatography (basic silica, 0- 100% ethyl acetate / petrol) to afford the title compound.1H NMR (400 MHz, DMSO-6) delta ppm 1.11 – 1.23 (m, 3 H), 1.37 (s, 9 H), 1.51 – 1.69 (m, 3 H), 1.75 – 1.91 (m, 2 H), 2.00 – 2.06 (m, 1 H), 4.13 – 4.31 (m, 1 H), 6.56 (br. s., 1 H), 7.50 – 7.60 (m, 2 H), 7.60 – 7.69 (m, 1 H), 7.77 – 7.86 (m, 1 H), 8.00 (s, 2 H), 8.48 – 8.67 (m, 1 H)

If you are hungry for even more, make sure to check my other article about 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Intermediate 26: N-(2-Amino-2-methylcyclopentyl)-2-(2H-1,2,3-triazol-2-yl)benzamide hydrochloride To a solution of 2-(2H-1,2,3-triazol-2-yl)benzoyl chloride (213 mg, 1.03 mmol) (which was prepared from 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 0.194 g, 1.03 mmol) and thionyl chloride (0.112 ml, 1.541 mmol)) in dry DCM (3.1 ml) was added tert-butyl N-(2-amino-1-methylcyclopentyl)carbamate (Intermediate 24; 200 mg, 0.93 mmol) and DIPEA (489 mul, 2.80 mmol). The reaction was stirred at room temperature for 17 hours and was then partitioned between a saturated solution of sodium bicarbonate and DCM, filtered through a hydrophobic frit and concentrated in vacuo. This was then purified by column chromatography (silica, 0-100% ethyl acetate/petrol). The resulting product was then dissolved in 1,4-dioxane (5 ml) and to this was then added HCl in 1,4-dioxane (4 M, 2.3 ml, 9.33 mmol). The reaction was stirred at room temperature for 1 hour and then concentrated in vacuo, azeotropically distilled with toluene to afford the title compound.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 2-(2H-1,2,3-Triazol-2-yl)benzoic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

A solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (500 mg, 2.64 mmol) in SOCl2 (5 mL) was heated to reflux for 1 h, cooled to RT and concentrated in vacuo. The residue was dissolved in toluene (5 mL) and added to a solution of ((3R,6R)-6-methylpiperidin-3-yl)methanol hydrochloride (437 mg,2.65 mmol) in toluene (5 mL), followed by addition of aq. NaOH (5.3 mL, 1M, 5.3mmol). The resulting mixture was stirred at 10C for 12 h, poured into water (5mL) and extracted with EtOAc (5 mLx3). The combined organic layers were dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by chromatography on silica (20-50 % EtOAc in petroleum ether) to afford the title compound as a solid. LRMS 25 m/z (M+H) 301.1 found, 301.2 required.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 1001401-62-2

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Douglas; LUO, Yunfu; MENG, Na; YU, Tingting; (114 pag.)WO2016/65585; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

A solution of (3R, 6i?)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H-l,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), and triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a pale yellow solid. LRMS m z (Mu+Eta) 287.3 found, 287.1 required.

If you are hungry for even more, make sure to check my other article about 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/95442; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics