Tag: M.W:100-200

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. Safety of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

To a solution of 12.0 g (42.3 mmol) of the hydrochloride salt of F-1, 8.8 g (46.6 mmol) A-1, 6.92 g (50.8 mmol) 1-hydroxy-7-azabenzotriazole, and 18.6 mL (169 mmol) N-methylmorpholine in 200 mL of DMF was added 12.2 g (63.5 mmol) EDC and the reaction was stirred overnight at room temperature. The reaction was partitioned between EtOAc and 10% aqueous KHSO4, washed with water, saturated aqueous NaHCO3, water, brine, dried over MgSO4, and concentrated by rotary evaporation. The previous acidic and basic layers were extracted again with EtOAc. The organic extract was washed with brine, dried, concentrated and combined with the organic residue from above. The total amount of residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide F-2 as a colorless oil. Data for F-2: LC/MS: rt=2.25 min; m/z (M+H)=420.3 found; 420.5 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; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 82767-64-4, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 82767-64-4, name is 3-Bromo-5-cyclopropyl-1H-1,2,4-triazole, molecular formula is C5H6BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 294; cis-4-(5-Cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4-hydroxy-1 – phenylcyclohexanecarbonitrile and trans-4-(5-cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4- hydroxy-1-phenylcyclohexanecarbonitrile1.0 g of 3-bromo-5-cyclopropyl-1 H-[1 ,2,4]triazole was dissolved in 25 ml of anhydrous THF and 4.7 ml of a 2.7 M solution of n-butyllithium in HEP were added dropwise at -75C. The mixture was stirred at -65C to -75C for 2 h, and then a solution of 1.3 g of 4-oxo-1 -phenylcyclohexanecarbonitrile in 10 ml of anhydrous THF was added dropwise. The mixture was stirred at -65C to -75C for 1 h, subsequently warmed to room temperature and added to 100 ml of a saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted three times with 50 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. Chromatography on reversed phase silica gel yielded 590 mg of the title compound (cis/trans mixture) as an amorphous solid. MS (ESI+): 309

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 82767-64-4.

Reference:
Patent; SANOFI-AVENTIS; WO2008/148468; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 103755-58-4, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 2 Synthesis of 1-Phenyl-1H-[1,2,3]triazole-4-carbaldehyde MnO2 (1.23 g, 14.14 mmol) was added to a stirred solution of (1-phenyl-1H-[1,2,3]triazol-4-yl)-methanol (245 mg, 1.4 mmol) in DCM (15 mL) and the resulting mixture was stirred at room temperature overnight. The mixture was filtered over a celite bed, and the filtrate was concentrated under reduced pressure to afford 271 mg (99%) of 1-phenyl-1H-[1,2,3]triazole-4-carbaldehyde.

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 (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, hurry up and to see.

Reference:
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); 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. 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. 6818-99-1

A solution of 4-[5-(6-chloro-3-ethylsulfonyl-2-pyridyl)-4-methyl-1 ,2,4-triazol-3-yl]-6-(trifluoromethyl) pyrimidine (300 mg, 0.693 mmol) and 3-chloro-1 H-1 ,2,4-triazole (107.6 mg, 1.04 mmol) in pyridine (3 ml) unter argon was heated in the microwave at 120C for 30 minutes. After cooling, the reaction mixture was poured onto iced water (20 ml), the suspension filtered and the solid washed with cold water. This residue was dissolved in dichloromethane, dried over sodium sulfate, filtered and concentrated to dryness to afford the title compound 4-[5-[6-(3-chloro-1 ,2,4-triazol-1-yl)-3-ethylsulfonyl-2- pyridyl]-4-methyl-1 ,2,4-triazol-3-yl]-6-(trifluoromethyl)pyrimidine (compound P48) as a solid, mp 261- 263C. LCMS (method 1 ): 500/502 (M+H)+; retention time: 0.96 min. H-NMR (CDCI3, ppm) 1.38 (t, 3H), 3.72 (q, 2H), 4.14 (s, 3H), 8.25 (d, 1 H), 8.73 (d, 1 H), 8.79 (s, 1 H), 9.07 (s, 1 H), 9.48 (s, 1 H).

If you are hungry for even more, make sure to check my other article about 6818-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; EMERY, Daniel; BUCHHOLZ, Anke; (145 pag.)WO2017/16910; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-87-4, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 4928-87-4, name is 1,2,4-Triazole-3-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.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and (R)- l-(4-methoxyphenyl)ethan-l -amine (0.28 mL, 2.1 mmol) in dry DMF (10 mL) was added l-hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24 h, and then slowly diluted into iced water and extracted with DCM (50 mL x 2). The DCM phase was washed with ice cold water (100 mL x 2). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using MeOH and DCM (5:95) as eluents to get the desired amide 22 (287.1 mg, 58 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.98-14.44 (m, 1H), 9.16-8.08 (m, 2H), 7.34 (d, J= 8.4 Hz, 2H), 6.88 (d, J= 8.8 Hz, 2H,), 5.18-5.04 (m, 1H), 3.73 (s, 3H), 1.48 (d, J= 7.2 Hz, 3H,) ppm. MH+ = 247.1 m/z. 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 1,2,4-Triazole-3-carboxylic acid. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, molecular formula is C4H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 2 Preparation of methyl 1-(2,3,5-tri-O-Acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate Using a Mixture of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose A 2 L flask was charged with 80.5 g of triazolemethylester, the above dichloromethane solution of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose, and 37 g of acetic anhydride at ambient temperature.The mixture was distilled at atmospheric pressure (bath temperature, 90° C.).When the pot temperature reached 85° C. and the distillation became very slow, vacuum was applied (up to 30 mbar) and the distillation was continued for 40 minutes at 90° C. (bath temperature) and then for another 40 minutes at 120° C. (bath temperature, the pot temperature reached 117° C.).The vacuum was released and 843 mg of triflic acid was slowly added.After the addition the vacuum was restored and the mixture was stirred at 115+-5° C. (pot temperature) for 4 h.Upon the completion of the reaction the mixture was cooled to 70° C. and to it was added 750 ML of 2B alcohol (ethyl alcohol).When a homogeneous solution was formed the mixture was cooled to 50° C. and held until heavy precipitation formed (seeding might be necessary).The mixture was then slowly cooled to -5° C. (bath temperature) in 2 h and held for at least 2 h.The solid was filtered, washed with 100 ML of cold 2B Alcohol (ethyl alcohol), and dried under vacuum at 50° C. for 17 h to give 192.7 g (75.1percent yield from L-ribose) of methyl 1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate as an off-white solid.

I am very proud of our efforts over the past few months and hope to Methyl 1H-1,2,4-triazole-3-carboxylate help many people in the next few years.

Reference:
Patent; Dong, Zhiming; Zhang, Pingsheng; US2004/34213; (2004); 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. 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2H-1,2,3-Triazole-2-acetic acid

A round bottom flask was charged with (2S,4R)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride (150 mg, 0.37 mmole, 1 eq), prepared as in Reference 6, 2H-l,2,3-triazole-2-ylacetic acid (51 mg, 0.40 mmole, 1.1 eq), HATU (152 mg, 0.40 mmole, 1.1 eq) and DMF (1 mL). DIEA (195 muL, 1.11 mmole, 3 eq) was added and the mixture stirred at ambient temperature for 18 hours. The reaction mixture was partitioned between ethyl acetate and deionized water. The aqueous layer was separated and extracted twice with ethyl acetate. The combined organics were washed with 5% lithium chloride (3 x 5 mL), IN sodium bicarbonate (2 x 5 mL) and then deionized water (2 x 5 mL) and concentrated in vacuo. Product was purified from the residue via flash chromatography (silica, 5% MeOH, 95% EtOAc). Clean fractions were combined and concentrated in vacuo to afford Compound 50, (2S,4R)-l-(2-(2H-l,2,3-triazol-2- yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2- carboxamide (171 mg, 89% yield), as a white solid. Major isomer: 1H-NMR (400MHz, DMSO-D6): ? 9.97 (s, IH), 7.80 (s, 2H), 7.58-7.51 (m, 2H), 7.34-7.07 (m, 6H), 7.04-6.90 (m, 4H), 5.48 (q, 2H), 4.53-4.46 (m, IH), 3.85-3.76 (m, IH), 2.77-2.61 (m, 3H), 2.03-1.86 (m, 2H). MS (EI) for C28H25F2N5O3, found 517.9 (MH+).

If you are hungry for even more, make sure to check my other article about 4320-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; IBRAHIM, Mohamed, Abdulkader; JEONG, Joon, Won; JOHNSON, Henry William, Beecroft; KEARNEY, Patrick; LEAHY, James, W.; LEWIS, Gary, L.; NOGUCHI, Robin, Tammie; NUSS, John, M.; WO2010/45580; (2010); 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. 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

1,2,3-Triazole-4-carboxylic acid (0.0274 g, 0.242 mmol), DIPEA (169 muL, 969 mumol) and HATU (92 mg, 242 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid 2-piperidin-1-yl-ethyl ester (103 mg, 242 mumol), predissolved in DMF (0.2 mL) and DIPEA (0.5 eq.). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product was purified by preparative HPLC and lyophilized to yield the title compound (40 mg; purity 95%). MS m/z [M+H]+ calc’d for C29H37N5O4, 520.28. found 520.4.

If you are hungry for even more, make sure to check my other article about 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); 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. 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. HPLC of Formula: C3H3N3O2

[0856] 3H-1,2,3-triazole-4-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound2 (lOmg, 30 f.tmol) inDMF (0.5 mL)wascombined with DIPEA (5.2 f.LL, 30 f.tmol), then added to theactivated acid solution. The resulting solution was stirred atroom temperature for 30 minutes; LC/MS showed the mass ofthe desired product. The solvent was removed in vacuo andthe crude residue was purified by reverse phase chromatographyto yield Compound a (8.5 mg) as a TFA salt. MS rn/z[M+Ht calc’d for C27H31ClFN50 4 , 544.21; found 545.2.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1H-[1,2,3]Triazole-4-carboxylic acid ,and how the biochemistry of the body works.

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

Application of 6523-49-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, 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 forniamidine from Step 1 (200 mg) and 4-triazolyl-aniline(112 mg, 1 eq) in AcOH (2 ml) was heated to 80 for 16 h. Cooled, concentrated and cautiously treated with sodium bicarbonate (aq). The resulting solid was isolated by filtration, washed with water then DCM:EtOH:NH3 (20:8:1) added and refiltered. The filtrate was concentrated until a precipitate formed which was filtered, washed with ether and dried to give the title compound (129mg, 47%).1H NMR delta 10.06 (IH, s), 9.29 (IH, s), 8.81 (IH, s), 8.63 (IH, s), 8.23 (2H, m),8.07 (2H, d, J 10.0Hz), 7.93 (IH, s), 7.88 (2H, m), 7.83 (IH, m), 7.73 (IH, d, J7.50Hz), 7.35 (IH, t, J 8.75Hz), 3.92 (3H, s); LC-MS rt 2.42 m/z 413 ES+.

In the meantime we’ve collected together some recent articles in this area about 6523-49-5 to whet your appetite. Happy reading!

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