Tag: M.W:100-200

Synthetic Route of 27996-86-7, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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.

General procedure: The general procedure for the synthesis of the N-heterocycles using SnAP reagents was as follows. To a solution of the aminotributylstannane-SnAP reagent (0.50 mmol, 1.00 equiv.) in CH2Cl2 (2.5 ml) was added the corresponding aldehyde (0.50 mmol, 1.00 equiv.) and molecular sieve (MS) 4A (50 mg) under an inertat mosphere at r.t. The reaction mixture was stirred for two hours and filtered through a layer of Celite (0.3 cm), rinsing with CH2Cl2. The filtrate was concentrated under reduced pressure to afford the imine. Separately, anhydrous Cu(OTf)2 (0.50 mmol, 1.00 equiv.) was added to as olution of 2,6-lutidine (0.50 mmol, 1.00 equiv.) in HFIP (2.0 ml) in a dry Schlenk flask and stirred at r.t. for one hour, during which a homogeneous suspension formed. A solution of the imine (0.50 mmol, 1.00 equiv.) in dry CH2Cl2 (8.0 ml) was added in one portion and the resulting mixture was allowed to stir at r.t. for 12 hours (unoptimized reaction time). The reaction was quenched at r.t. with a mixture ofsaturated aqueous NaHCO3 (4 ml) and 10% aqueous NH4OH (2 ml). The mixturewas stirred vigorously for 15 minutes, the layers were separated and the aqueous layer was extracted with CH2Cl2 (3 × 5 ml). The combined organic layers were washed with H2O (3 ×5 ml) and brine (10 ml), dried over Na2SO4, filtered, concentrated and purified by flash column chromatography on silica gel using a precolumn of KF (3 cm).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 4-[1,2,4]Triazol-1-yl-benzaldehyde, hurry up and to see.

Reference:
Article; Vo, Cam-Van T.; Luescher, Michael U.; Bode, Jeffrey W.; Nature Chemistry; vol. 6; 4; (2014); p. 310 – 314;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 6818-99-1, name is 3-Chloro-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 6818-99-1

A suspension of (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-14-(acetyloxy)- 15-[2-(dimethylamino)-2,3-dimethylbutoxy]-8-[(lR)-1,2-dimethylpropyl]- 1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-l^deltaJOa-tetramethyl–oxo-4H-l^a-propano- 2H-phenanthro[1,2-c]pyran-7-carboxylic acid (the compound of Example 130 in International Patent Publication No. WO 2007/127012, herein incorporated by reference in its entirety; 20 mg, 0.03 mmol), 3-chloro-iH-1,2,4-triazole (26.8 mg, 0.259 mmol) and boron trifluoride etherate (75 muL, 0.592 mmol) in dichloroethane (0.7 mL) was blanketed with nitrogen and placed in a 50C oil bath for 24 hours. The mixture was cooled to room temperature, evaporated and the residual oil was separated by reverse phase EtaPLC using a 19 x 150 mm Sunfire Preparative C18 OBD column. The product containing fractions were evaporated and freeze-dried from a mixture of ethanol and benzene to give EXAMPLE 9A as a white solid (3.4 mg), EXAMPLE 9B as a white solid (2.0 mg) and EXAMPLE 9C as a white solid (2.0 mg).EXAMPLE 9A:1H NMR (CD3OD, 600MHz, ppm) delta 0.70 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.98 (multiple Me signals), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.18 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.70 (s, 3H, Me), 1.67-1.86 (m), 1.94-1.99 (m), 2.20-2.26 (m), 2.52 (dd, 1H, H13), 2.54 (dd, 1H, H13), 2.74 (s, NMe2), 2.80 (s, NMe2), 2.82 (s, NMe2), 2.85 (s, NMe2), 3.09 (s, 1H, H7), 3.58 (d, 1H), 3.62 (dd, 1H), 3.68 (d, 1H), 3.79 (d, 1H), 3.85 (d, 1H), 5.60 (br m, 1H, H14), 5.79 (dd, 1H, H5), 5.80 (dd, 1H, H5), 9.04 (br s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9B:1H NMR (CD3OD, 600MHz, ppm) delta 0.72 (d, 3H, Me), 0.76 (d, 3H, Me), 0.80 (s, 3H, Me), 0.88 (d, 3H, Me), 0.89 (d, 3H, Me), 0.91 (d, 3H, Me), 0.92 (d, 3H, Me), 0.95 (d, 3H, Me), 0.96 (s, 3H, Me), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.67 (s, 3H, Me), 1.68-1.86 (m), 1.90-1.99 (m), 2.04-2.09 (m), 2.19-2.26 (m), 2.37 (dd, 1H, H13), 2.39 (dd, 1H, H13), 2.66-2.72 (m), 2.71 (s, NMe2), 2.79 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.17 (d, 1H), 3.57 (d, 1H), 3.60-3.64 (m), 3.68 (dd, 1H), 3.72 (d, 1H), 3.80 (d, 1H), 3.86 (d, 1H), 3.99 (d, 1H), 4.20 (d, 1H), 5.72 (m, 1H, H14), 5.77 (dd, 1H, H5), 8.07 (s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9C:1H NMR (CD3OD, 600MHz, ppm) 50.72 (d, 3H, Me), 0.75 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.96 (multiple Me signals), (s, 3H, Me), 1.03 (s, 3H, Me), 1.05 (s, 3H, Me), 1.09 (s, 3H, Me), 1.17 (s, 3H, Me), 1.19 (s, 3H, Me), 1.28-1.48 (m), 1.50 (s, 3H, Me), 1.52-1.54 (m), 1.69 (s, 3H, Me), 1.60-1.81 (m), 1.90-1.98 (m), 2.20-2.26 (m), 2.46 (dd, 1H, H13), 2.48 (dd, 1H, H13), 2.76 (s, NMe2), 2.80 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.10 (s, 1H, H7), 3.52-3.68 (m), 3.71-3.90 (m), 5.60 (m, 1H, H14), 5.76 (dd, 1H, H5), 8.63 (s, 1H, triazole).Mass spectrum: (ESI) m/z = 715.38 (M+H).

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 3-Chloro-1,2,4-triazole, in my other articles.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7N3O2

General procedure: Dimedone (0.14 g, 1 mmol), benzaldehyde (0.1 g, 1 mmol), and 4-phenylurazole (0.177 g, 1 mmol) were mixed with PEG-SO3H (0.6 g, 0.1 mmol) and the obtained mixture was stirred magnetically at 80 C for 40 min. After the completion of the reaction warm water (20 mL) was added and the mixture stirred for about 5 min. The insoluble crude product was filtered and recrystallized from EtOH/H2O 4:1 and the pure product was obtained (0.352 g, 91%). In order to recover the catalyst, the filtrate was dried under reduced pressure and recovered catalyst was washed with diethyl ether and reused after drying under reduced pressure. The equivalent procedure was used for the synthesis of triazolo[1,2-a]indazole-tetraones.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 15988-11-1.

Reference:
Article; Hasaninejad, Alireza; Zare, Abdolkarim; Shekouhy, Mohsen; Tetrahedron; vol. 67; 2; (2011); p. 390 – 400;,
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.

Step 6: l-(3-(r(3i?,6i? -6-Methyl-l- (r2-(2H-l,2,3-triazol-2-vnphenyllcarbonvUpiperidin-3- yl”|oxy|phenyl)ethanol A solution of l-(3-(((3i?,6i?)-6-methylpiperidine-3-yl)oxy)phenyl)ethanol (0.020 g, 0.085 mmol), 2-(2H-l,2,3-triazol-2-yl)benzoic acid (0.024 g, 0.13 mmol), EDC (0.033 g, 0.17 mmol), 1 -hydroxy-7-azabenzotriazole (0.023 g, 0.17 mmol), and Hunig’s base (0.089 mL, 0.51 mmol) in DMF (1 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 2x with ethyl acetate. The combined organic fractions were washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel gradient chromatography (0-75% ethyl acetate in hexanes), providing the titled compound as an off-white foam. HRMS m/z (M+H) 407.2069 found, 407.2078 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel, J.; SKUDLAREK, Jason, W.; WO2014/176142; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

[0421] To a stirred solution of (2S,4S)-4-amino-5-biphenyl-4-yl-2-ethoxymethylpentanoic acid ethyl ester (17 mg,47 f.tmol) in DMF (0.3 mL), was added lH-1,2,3-triazole-4-carboxylic acid (5.3 mg, 47 f.tmol) and HATU (18 mg, 47f.tmol), followed by DIPEA (25 f.LL, 141 flillOI). The mixturewas stirred for 30 minutes, then concentrated under reducedpressure to yield crude Compound 1, which was used in thenext step without purification.

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 16681-70-2

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 6523-49-5

A solution of 2-amino-5-tert-butylbenzoic acid (commercial sources, 500 mg) and formamidine acetate (404 mg) in EtOH (5 ml) was refluxed for 18 h. The cooled mixture was filtered and the precipitate washed with ice-cold EtOH and dried to give the hydroxy quinazoline (394 mg) which was added to thionyl chloride (10 ml) andDMF (cat.) and heated to reflux overnight. The cooled mixture was diluted with EtOAc and poured onto sat sodium bicarbonate (aq). The organic phase was separated, dried and concentrated to a brown solid (327 mg), of which a portion (105 mg) was treated immediately with 4-triazolylaniline (125 mg) in MeCN (4 ml) at reflux overnight. The cooled mixture was partitioned between DCM and sodium bicarbonate and the organic phase concentrated. Purification by chromatography with DCM:EtOH:NH3 (200:8:1) as eluant gave the desired compound. 1H NMR delta 10.16 (IH, s), 9.48 (IH, s), 8.77 (IH, s), 8.62(1H, s), 8.41 (IH, d),8.2 (4H, m), 7.95 (IH, d), 1.64 (9H, s); LC-MS rt 2.18 m/z 343 ES-.

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 4-(1,2,4-Triazol-1-yl)aniline help many people in the next few years.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

Example 11Preparation of N-f2-U-?5′,2lS)-2-[-l-(‘5-chloropyrimidin-2-yl)piperidiri-4-yl]cycIopropyllethyl)-4- (IH-1.2,4-triazol- 1 -vnaniline.Step 1: fcrt-butyl [4-(lH-1,2,4-triazol-1-vDphenyl]carbamate.4-(lH-1,2,4-triazol-1-yl)aniline (250mg, 1.51mmol) and di-tert-butyl dicarbonate (409mg, 1.82mmol) were added in toluene (7.6mL). The reaction was heated to 70C for over the weekend. The reaction was cooled to room temperature, concentrated and purified by column chromatography through a 50 gram Biotage SNAP KP-Sil silica gel cartridge eluting with 50% ethyl acetate/hexanes to give the title compound as a white solid.LRMS calc: 260.29; obs: 160.92 (M-IOO).

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 6523-49-5

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; ADAMS, Alan, D.; SZEWCZYK, Jason, W.; ZHANG, Yong; YANG, Meng; WO2011/19538; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

1,2,3-Triazole-4-carboxylic acid (130 mg, 1.2 mmol, 1.2 eq.) and HATU (400 mg, 1.1 mmol, 1.1 eq.) were dissolved in DIPEA (167 muL) and the resulting mixture was stirred for 5 minutes at room temperature in DMF (0.2 mL). DIPEA (3 eq.) and Compound 5 (300 mg, 957 mumol, 1.0 eq.) dissolved in DMF (0.2 mL) was added, and the resulting mixture was stirred for 15 minutes. The reaction was quenched with AcOH and the product was purified by preparative HPLC then lyophilized to yield Compound 6 as a TFA salt (120 mg, 95% purity). MS m/z [M+H]+ calc’d for C22H24N4O4, 409.18. found 409.4

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 1H-[1,2,3]Triazole-4-carboxylic acid.

Reference:
Patent; RAPTA, Miroslav; US2013/209505; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, New Advances in Chemical Research 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, 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 solution of2-(2H-1,2,3-triazol-2-yl)benzoic acid (P. Coleman, J. Schreier,W02007/126934) (1 g, 4.1 mmol) in SOCb (10 mL) was stirred at 80 C for 30 min. Thesolvent was removed under reduced pressure and toluene (10 mL) was added to give solution A.The product from step 4 (1 g, 4.1 mmol) was dissolved in DCM (10 mL), DIEA (1.58 g, 1225 mmol) added, and then solution A added at 0 C. The resulting mixture was stirred at RT for 2 h,then poured into water (10 mL) and extracted with DCM (10 mL x 3). The combined organiclayers were washed with brine (10 mL), dried overNa2S04, filtered and concentrated in vacuo.The residue was purified by chromatography on silica (petroleum ether : EtOAc = 10 : 1 to = 3 :1) then purified by prep. TLC (petroleum ether: EtOAc = 1 : 1) to give the title compound (0.230 g). LRMS m/z (M+H) 416.0, 418.0 found, 416.1, 418.1 required

We very much hope you enjoy reading the articles and that you will join us to present your own research about 1001401-62-2, Happy reading!

Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature 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.

10818] To 2-(2H-1,2,3-triazol-2-yl)benzoic acid (125 g, 0.6 mmol) and DMF (4 mE) was added (i-Pr)2NEt (0.23 mE, 1.3 mmol) and HBTU (155 g, 0.6 mmol). Afier 10 mm, the title compound from step B (146 g, 0.4 mmol) was added. After stirring overnight at it, saturated NaHCO3 (aq.) was added and the mixture extracted with EtOAc (3x). The combined organics were dried (Mg504) and concentrated. Purification via preparative HPEC gave the title compound (89 mg, 47%) as a beige solid. MS (ESI) mass calcd. for C2QH18F3N70, 429.2; mlz found 430 [M+H]. 1H NMR (DMSO-D5): 8.47 (s, 0.3H), 8.24 (s, 0.7H), 8.14-8.05 (m, 2.2H), 8.02 (s, 0.7H), 7.85 (d, J=7.2 Hz, 1.3H), 7.72-7.55 (m, 1.7H), 7.49-7.34 (m, 1.4H), 7.13 (t, J=7.4 Hz, 0.7H), 4.58 (t, J4.3 Hz, 0.7H), 4.44 (d, J=4.7 Hz, 0.3H), 4.04-3.93 (m, 0.3H), 3.82 (t, J=4.1 Hz, 0.3H), 3.79-3.70 (m, 0.7H), 3.54 (d, J4.8 Hz, 0.7H), 2.07-1.90 (m, 1H), 1.85-1.07 (m, 5H).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics