Tag: M.W:100-200

Synthetic Route 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.

To a stirred solution of 500 mg (2.36 mmol) tert-butyl 3,8-diazabicyclo[3.2.1 ]octane-8- carboxylate in 12 mL NMP were added 532 mg 1 H-1 ,2,3-triazole-4-carboxylic acid (4.71 mmol, 2 eq), 1 .23 mL DIPEA (7.07 mmol, 3 eq) and 1 .791 g HATU (4.71 mmol, 2 eq). After stirring overnight at RT, the solution was subjected to preparative HPLC to yield 378 mg (52 %) tert-butyl 3-(1 H-1 ,2,3-triazol-4-ylcarbonyl)-3,8-diazabicyclo[3.2.1 ]octane- 8-carboxylate. (0433) LC-MS (Method 3): Rt = 0.91 min; MS (ESIpos): m/z = 308 [M+H]+ (0434) 1 H-NMR (500 MHz, DMSO-d6) delta [ppm]: 1.43 (9H), 1 .53 – 1 .72 (2H), 1 .83 (2H), 2.92 (1 H), 3.33 (1 H), 4.14 (1 H), 4.21 (1 H), 4.30 (1 H), 4.40 (1 H), 8.29 (1 H), 15.22 (1 H).

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Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SIEBENEICHER, Holger; STEUBER, Holger; TER LAAK, Antonius; NUBBEMEYER, Reinhard; ROTTMANN, Antje; IRLBACHER, Horst; BADER, Benjamin; PETERS, Michaele; WAGENFELD, Andrea; TEREBESI, Ildiko; (123 pag.)WO2017/202817; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4922-98-9, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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.

Example 1; Part A; To the solution of 3-phenyl-1H-1 ,2,4-triazol-5-amine (0.8 g, 5 mmol) in acetic acid (6 mL) was added ethyl 4-chloro-3-oxobutanoate (0.75 mL, 5.5 mmol). The reaction mixture was stirred for 24 hours at 80 0C, and then cooled to room temperature. The reaction mixture was filtered. The precipitates were washed with ACN and dried to give compound 1-1 in a white powder (872 mg, 67percent yield). 1H NMR (400 MHz, CD3OD) delta 8.24-8.18 (m, 2H), 7.54-7.46 (m, 3H), 6.21 (s, 1H), 4.65 (s, 2H).; Example 6; Part A; To the solution of 3-phenyl-1 H-1 ,2,4-triazol-5-amine (0.8 g, 5 mmol) in acetic acid (6 ml_) was added ethyl 4-chloro-3-oxobutanoate (0.75 ml_, 5.5 mmol).The reaction mixture was stirred for 24 hours at 80 0C, and then cooled to room temperature. The reaction mixture was filtered. The precipitates were washed with ACN and dried to give compound 1-1 in a white powder (872 mg,67percent yield). 1H NMR (400 MHz, CD3OD) delta 8.24-8.18 (m, 2H), 7.54-7.46 (m,3H), 6.21 (s, 1 H), 4.65 (s, 2H).; Example 12; Part A; To the solution of 3-phenyl-1 H-1 ,2,4-triazol-5-amine (0.8 g, 5 mmol) in acetic acid (6 mL) was added ethyl 4-chloro-3-oxobutanoate (0.75 mL, 5.5 mmol). The reaction mixture was stirred for 24 hours at 80 0C, and then cooled to room temperature. The reaction mixture was filtered. The precipitates were washed with ACN and dried to give compound 1-1 in a white powder (872 mg, 67percent yield). 1H NMR (400 MHz, CD3OD) delta 8.24-8.18 (m, 2H), 7.54-7.46 (m, 3H), 6.21 (s, 1 H), 4.65 (s, 2H).

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 4922-98-9.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, JR., Gerald, W.; CHENG, Cliff, C.; HUANG, Xiaohua; ACHAB, Abdelghani, Abe; ORTH, Peter; VOIGT, Johannes, H.; SOUCY, Kyle, Ann; WO2010/56631; (2010); 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 appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 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 an ice-cold solution of the above obtained salt (0.25 g,0.63 mmol) in DMF (0.8 mL), iPr2NEt (0.33 mL, 1.89 mmol) wasadded. The reaction mixture was stirred at 0 C for 10 min and thenTCA (0.064 g, 0.57 mmol) and PyBrOP (0.32 g, 0.68 mmol) wereadded sequentially. The mixture was stirred at ambient temperaturefor 1 h and then it was diluted with EtOAc. The organic phasewas washed once with a 5% aq solution of NaHCO3 and thrice withH2O, dried over Na2SO4 and evaporated to dryness. Compound 9was purified with FCC. Yield: 0.16 g (75%); white foam; Rf(CHCl3/MeOH 9:1): 0.12; IR (KBr, cm1): 3117, 3041, 2931, 1648,1540, 1060; MS (ESI, 30 eV): m/z 417.45 [M+K], 401.24 [M+Na],379.28 [M+H]; HRMS (m/z): [M+H]+ calcd for C15H19N6O6,379.1366. Found: 379.1398; 1H NMR (d6-DMSO): d 9.27(t, J = 5.2 Hz, 1H), 8.30 (s, 1H), 8.14 (d, J = 8.8 Hz, 2H), 7.68 (d,J = 9.2 Hz, 1H), 7.57 (d, J = 8.8 Hz, 2H), 5.82 (br s, 1H), 5.00 (1H,unresolved d), 4.84 (br s, 1H), 4.02-3.94 (m, 1H), 3.54 (unresolveddd, 1H), 3.29 (dd, J = 6.0 and 10.4 Hz, 1H), 3.20 (q, J = 6.8 Hz, 2H),2.36-2.20 (m, 2H); 13C NMR (d6-DMSO): d 170.1 (two C), 156.9,156.3, 152.4, 146.8, 127.8 (two C), 123.2 (two C), 69.8, 60.9, 56.4,36.4, 34.3.

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 1,2,4-Triazole-3-carboxylic acid is helpful to your research.

Reference:
Article; Magoulas, George E.; Kostopoulou, Ourania N.; Garnelis, Thomas; Athanassopoulos, Constantinos M.; Kournoutou, Georgia G.; Leotsinidis, Michael; Dinos, George P.; Papaioannou, Dionissios; Kalpaxis, Dimitrios L.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3163 – 3174;,
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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1,2,4-Triazole-3-carboxylic acid

General procedure: General Procedure (GP-Al) for carboxamide formation: A mixture of amine I (1 equiv) , desired carboxylic acid (1 equiv) , triethylamine (Et3N) (3 equiv) , and 2- (lfl-benzotriazole-l-yl) -1 , 1 , 3 , 3- tetramethyluronium hexafluoro-phosphate (HBTU) (1.5 equiv) in DMF (0.25 M) was stirred at room temperature until the reaction was complete by TLC or LC-MS. The mixture was diluted with 0 and extracted with EtOAc. The combined organic extracts were washed with H2O , brine, dried over Na2S0< , filtered, and concentrated under reduced pressure. The resulting residue was purified by either normal phase silica gel column chromatography (typical eluents included either a mixture of or hexanes and EtOAc or a mixture of CH2CI2 and a 90:9:1 mixture of CH2CI2/CHjOH/concentrated NH4OH} or C- 18 reversed phase column chromatography (typical eluents included CCN and H20) to afford the desired carboxamide XX. The product structure was verified by 1H NMR and by mass analysis. Example 2: (lH-1, 2, 4-Triazol-3-yl) ( ( 3a, 5R, 6aS) -5- (2- (trifluoromethyl)phenyl>hexahydrocyclopenta fc]pyrrol-2 (IH) -yl) methanone 18) Step A: Following general procedure GP-A1 , (3aR, 5S, 6aS) -5- (2- (trifluoromethyl) henyl) octahydrocyclopenta [c] yrrole hydrochloride and IH-l , 2 , 4-triazole-3-carboxylic acid were converted to (1H-1,2,4- triazol-3-yl) ( (3ai, SR, 6&S) -5- (2- (trifluoromethyl(phenyl) hexahydrocyclopenta[c]pyrrol-2 (IH) -yl)methanone as a white solid (0.071 g, 52%): NMR (500 MHz, CDC13) delta 12.7.1 (bs, IH) , 8.12 (bs, IH) , 7.67 (m, IH), 7.49 (m, 2H) , 7.26 (m, IH) , 4.43 (m, 2H) , 3.93 (m, 2H) , 3.53 (m, IH) , 3.08-2.81 (m, 2H) , 2.42 (m, 2H) , 1.65 (m, 2H) ; ESI MS m/z 351 [M + H]*.

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 4928-87-4, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152018; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.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. Computed Properties of C3H3N3O2

1,2,3-Triazole-4-carboxylic acid (18 mg, 156 mumol), DIPEA (81.6 muL, 468 mumol) and HATU (59.3 mg, 156 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 (S)-2-benzyloxycarbonylamino-3-methyl-butyryloxymethyl ester (90 mg, 160 mumol) dissolved in DMF (1 mL). The resulting mixture was stirred for 20 minutes and the solvent was evaporated. The remaining solid was dissolved in degassed 4.4% formic acid-methanol (5 mL) in a flask containing palladium black (~100 mg) under nitrogen. The mixture was continuously stirred at room temperature. The mixture was filtered and washed with MeOH. The solvent was evaporated and the product purified by preparative HPLC to yield the title compound (25 mg; purity 95%). MS m/z [M+H]+ calc’d for C28H35N5O6, 538.26. found 538.4.

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, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 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. Safety of 1H-[1,2,3]Triazole-4-carboxylic acid

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 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 dimethylcarbamoylmethyl ester (49 mg, 120 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (51 mg; purity 95%). MS m/z [M+H]+ calc’d for C26H31N5O5, 494.23. found 494.2.

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 16681-70-2.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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. 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.

(25,,^5)-4-Amino-5-(5′-chloro-2′-fluorobiphenyl-4-yl)-2-cyanomethylpentanoic acid ethyl ester (55 mg, 141 muiotaetaomicron) was combined with 3H-[l,2,3]triazole-4-carboxylic acid (19.2 mg, 170 muiotaetaomicron), HATU (64.5 mg, 170 muiotaetaomicron) and DIPEA (79 mu, 453 muiotaetaomicron) in DMF (2 mL) and was stirred at room temperature for 30 minutes then concentrated in vacuo and the crude residue was purified by normal phase chromatography (0-100% EtOAc/hexanes) to yield Compound 1 55 mg).

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 1H-[1,2,3]Triazole-4-carboxylic acid, hurry up and to see.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H7N3O

c 3-Chloromethyl-1-methyl-1H-1,2,4-triazole (1-Methyl-1H-1,2,4-triazol-3-yl)methanol (500 mg, 4.4 mmol) (prepared using the conditions described in EP-A-421210) was added portionwise to thionyl chloride (5 ml) at 0 C. Upon complete addition the mixture was allowed to warm to room temperature, then heated at reflux for 45 minutes (gas evolution observed). Upon cooling the thionyl chloride was removed in vacuo. The residue was partitioned between dichloromethane and aqueous sodium hydrogen carbonate. The aqueous phase was further extracted with dichloromethane (x2). The combined extracts were dried (Na2SO4), filtered and evaporated to give the title chloride (570 mg), as an oil. This material was used without further purification. Data for the title compound: 1H NMR (250 MHz, CDCl3) delta 3.92 (3H, s), 4.63 (2H, s), 8.10 (1H, s). MS (ES+) m/e 133 [MH]+, 131 [MH]+.

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

Reference:
Patent; Merck Sharp & Dohme Ltd.; US6355798; (2002); B1;,
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. 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 2-(5-bromo-3-ethylsu lfanyl-2-pyridyl)-5-cyclopropyl-3-methyl-6-(trifluoromethyl)im idazo[4 , 5- c]pyridin-4-one A4 (Prepared as described before, 150 mg, 0.3169 mmol) in N,N-dimethylformamide (0.3169 mL)was added 3-chloro-1H-1,2,4-triazole (36.09 mg, 0.3486 mmol), (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine (2.822 mg, 0.00341 mL, 0.03169 mmol), potassium carbonate (8.760 mg, 0.064 mmol) and copper(l) iodide (3.018 mg, 0.01585 mmol). The reaction mixture was stirred at reflux overnight. Same quantity of N,N-dimethylethylenediamine, copper(l) iodide and potassium carbonate were added at the mixture and the mixture was stirred at 120C overnight The reaction mixture was filtered through an Hyflo pad, which was rinsed with methanol, then the reactionmixture was concentrated under vacuum. The residue was subjected to column chromatography over silica gel, eluting with ethyl acetate I cyclohexane. The selected fractions were evaporated to yield the title compound (30% yield). LC-MS(Method A): RT 1.08, 476 (M+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; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; MUEHLEBACH, Michel; HALL, Roger, Graham; (106 pag.)WO2017/89190; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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, 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.

[0742] To a solution of Compound 1 (15.9 mg, 30 f.tmol) indioxane (0.3 mL) was added HCI (149 f.LL, 598 fllllOI). Theresulting solution was stirred at room temperature for 2 hours,and then concentrated in vacuo. In a separate flask, a solutionof 3H-[1,2,3]triazole-4-carboxylic acid (4.1 mg, 36 f.tmol)and HATU (14 mg, 36 f.tmol) in DMF (0.3 mL) was stirred atroom temperature for 30 minutes. After this time, a solution ofthe crude amine in DMF (0.3 mL) was added, followed byDIPEA (16 f.LL, 90 f.tmol). The resulting solution was stirredfor 1 hour at room temperature then concentrated in vacuowhen the reaction was deemed complete by LCMS to yieldCompound 2 (16 mg), which was used without further purification.

I am very proud of our efforts over the past few months and hope to 1H-[1,2,3]Triazole-4-carboxylic acid help many people in the next few years.

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