Category: 16681-70-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H3N3O2

Example 6 2-{(R)-3-(5?-Chloro-2?-fluorobiphenyl-4-O-2-[(1H-[1,2,3]triazole-4-carbonyl)amino]propyl}-2-methylmalonic Acid [0413] 1H-1,2,3-triazole-4-carboxylic acid (3.3 mg, 29 mumol) and HATU (10.5 mg, 28 mumol) were dissolved in DMF (2.0 mL) and stirred for 15 minutes at room temperature. 2-[(R)-2-Amino-3-(5?-chloro-2?-fluorobiphenyl-4-yl)propyl]-2-methylmalonic acid (12.0 mg, 32 mumol) and DIPEA (9.2 muL, 53 mumol) were added, and the resulting mixture was stirred for 15 minutes at room temperature, at which time LCMS indicated the mass of the desired compound. The mixture was concentrated in vacuo and the residue was purified by preparative HPLC to yield the title compound (5 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C22H20ClFN4O5, 475.11. found 475.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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. Safety of 1H-[1,2,3]Triazole-4-carboxylic acid

Example 15 (R)-5-(5?-Chloro-2?-fluorobiphenyl-4-O-2-hydroxymethyl-2-propyl-4-[(3H-[1,2,3]triazole-4-carbonyl)amino]pentanoic Acid (isomers a and b) [0434] (R)-4-Amino-5-(5?-chloro-2?-fluorobiphenyl-4-yl)-2-hydroxymethyl-2-propylpentanoic acid (isomer a; 40 mg, 90 mumol, 1.0 eq.) and DIPEA (40 muL, 228 mumol, 2.5 eq.) were dissolved in DMF (200 muL). 1H-1,2,3-triazole-4-carboxylic acid (17 mg, 150 mumol, 1.5 eq.), HATU (45 mg, 120 mumol, 1.5 eq.), and DIPEA (40 muL, 228 mumol, 2.5 eq.) were dissolved in DMF (600 muL) and stirred at room temperature for a few minutes. The solutions were then combined and the resulting mixture stirred at room temperature until LC/MS analysis revealed consumption of starting material. The mixture was concentrated in vacuo and purified by preparative HPLC to yield the title compound (isomer a; 15.7 mg). LCMS (ESI): calc. C24H26ClFN4O4=488; obs. M+H=489.2. Retention time: 5.03 min. [0436] (R)-4-Amino-5-(5?-chloro-2?-fluorobiphenyl-4-yl)-2-hydroxymethyl-2-propylpentanoic acid (isomer b; 60 mg, 140 mumol, 1.0 eq.) and DIPEA (40 muL, 228 mumol, 1.6 eq.) were dissolved in DMF (300 muL). 1H-1,2,3-triazole-4-carboxylic acid (24 mg, 210 mumol, 1.5 eq.), HATU (57 mg, 150 mumol, 1.0 eq.), and DIPEA (80 muL, 456 mumol, 3.2 eq.) were dissolved in DMF (900 muL) and stirred at room temperature for a few minutes. The solutions were then combined and the resulting mixture stirred at room temperature and when the reaction was complete (as determined by LC/MS analysis), the mixture was concentrated in vacuo and purified by preparative HPLC to yield the title compound (isomer b; 33.7 mg). LCMS (ESI): calc. C24H26ClFN4O4=488; obs. M+H=489.2. Retention time: 4.98 min. [0437] LC/MS Method: flow rate: 1.5 mL/min; Buffer A: 0.1% TFA/H2O; Buffer B 0.1% TFA/MeCN; gradient elution from 5%-100% B over 9.6 minutes, then 100% B for 1.0 minute, detection at 254 nm.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16681-70-2, Recommanded Product: 16681-70-2

General procedure: To a stirred solution of 680 mg (1 .78 mmol) (3aR,4S,7R,7aS)-8-{[2-(trifluoro-methyl)phenyl]sulfonyl}octahydro-1H-4,7-epiminoisoindole hydrochloride (1 :1 ) (Intermediate 1) in 10 mL DMF were added 301 mg 1 H-1 ,2,3-triazole-4-carboxylic acid (2.66 mmol, 1 .5 eq), 590 mu 4-methylmorpholine (5.3 mmol, 3 eq) and 1 .01 g HATU (2.66 mmol, 1 .5 eq). After stirring for 16 h at RT, the solution was subjected to preparative HPLC to yield 473 mg (60 %) 1 H-1,2,3-triazol-5-yl[(3aR,4S,7R,7aS)-8-{[2-(trifluoromethyl)phenyl]sulfonyl}octahydro-2H-4,7-epiminoisoindol-2-yl]methanone. LC-MS (Method A1 ): Rt = 0.98 min; MS (ESIpos): m/z = 442 [M+H]+ 1 H NMR (400 MHz, DMSO-d6): delta [ppm] = 1 .40 – 1 .65 (m, 4 H) 2.80 – 3.01 (m, 2 H) 3.1 1 (dd, 1 H) 3.44 (dd, 1 H) 3.93 – 4.10 (m, 1 H) 4.23 (br s, 2 H) 4.39 (br s, 1 H) 7.83 – 7.96 (m, 2 H) 7.98 – 8.07 (m, 1 H) 8.23 – 8.29 (m, 1 H) 8.34 (br s, 1 H) 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 0.851 (1 .86), 1 .154 (4.18), 1 .171 (8.33), 1 .189 (4.15), 1 .232 (5.06), 1 .352 (1 .25), 1 .476 (3.05), 1 .498 (3.54), 1.545 (3.32), 1 .568 (2.64), 1.907 (4.52), 1 .987 (16.00), 2.006 (1.15), 2.332 (1 .00), 2.518 (4.20), 2.523 (3.25), 2.673 (1 .07), 2.686 (1 .44), 2.727 (2.10), 2.869 (1.54), 2.888 (4.37), 2.900 (1.51), 2.919 (1.42), 2.936 (1.81), 2.950 (1.59), 3.079 (1.93), 3.098 (1.95), 3.112 (2.32), 3.133 (1.78), 3.418 (1.78), 3.437 (1.88), 3.450 (2.13), 3.469 (1.64), 3.987 (3.57), 3.999 (1.42), 4.017 (5.50), 4.021 (3.40), 4.034 (3.49), 4.052 (1.15), 4.229 (4.91), 7.884 (3.44), 7.886 (3.44), 7.894 (3.96), 7.901 (8.45), 7.905 (3.69), 7.913 (4.08), 7.918 (4.32), 7.932 (1.44), 7.936 (1.00), 8.004 (4.86), 8.010 (4.74), 8.022 (2.59), 8.027 (3.37), 8.256 (4.32), 8.261 (3.10), 8.274 (4.15), 8.279 (3.47), 8.342 (1.47).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-[1,2,3]Triazole-4-carboxylic acid, and friends who are interested can also refer to it.

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; (110 pag.)WO2018/114677; (2018); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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. Recommanded Product: 1H-[1,2,3]Triazole-4-carboxylic acid

[0838] lH-1,2,3-triazole-4-carboxylic acid (2.3 mg, 20f.tmol) was combined with HATU (7.7 mg, 20 flillOl) in DMF(2 mL) and stirred at room temperature for 15 minutes. Compound3(7.7 mg, 18 flillOl) andDIPEA(9.6 f.LL, 55 f.tmol)werethen added. The solution was stirred at room temperature for15 minutes, at which time LCMS showed reaction completion.The solvent was removed in vacuo and the crude residuewas dissolved in EtOH (2 mL). A solution of IN LiOH (183f.LL, 183 f.tmol) in water was added, and the resulting solutionwas stirred at room temperature for 30 minutes, at which timeLCMS showed reaction completion. The solvent wasremoved in vacuo and the crude residue was purified byreverse phase chromatography to yield Compound a (3 mg) asa TFA salt. MS m/z [M+Ht calc’d for C23H25ClFN50 4 ,490.16. found 488.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16681-70-2, its application will become more common.

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 16681-70-2, 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, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0734] A solution of Compound 1 (8.9 mg, 18 flillOI) in HCI(88 f.LL, 351 flillOI) was stirred at room temperature for 20minutes. After this time, LCMS indicated that the BOC grouphad been cleaved so the solution was concentrated in vacuo.In a separate flask, a solution of 3H-[1,2,3]triazole-4-carboxylicacid (2.4 mg, 21 f.tmol) and HATU (8.0 mg, 21 flillOI)in DMF (180 f.LL) was stirred at room temperature for 30minutes. After this time, a solution of the crude amine inDMF(180 f.LL) was added, followed by DIPEA (9.2 f.LL, 53 f.tmol).The resulting solution was stirred overnight at room temperature.LCMS indicated that the reaction was complete and thesolution was concentrated in vacuo to yield Compound 2 (8.9mg), which was used without further purification.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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

Electric Literature of 16681-70-2,Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

[0789] lH-1,2,3-triazole-5-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. Compound 2 (1 0 mg, 30 f.tmol) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOI) was added, followedby addition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a (7.7 mg) as a TFA salt. MS m/z [M+Hrcalc’d for C22H28CIFN60 3 , 539.19; found 539. Half of thecrude product was carried to the next step without furtherpurification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-[1,2,3]Triazole-4-carboxylic acid, its application will become more common.

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

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16681-70-2 as follows. Application In Synthesis of 1H-[1,2,3]Triazole-4-carboxylic acid

A solution of Compound 1 (18.1 mg, 37 mumol) in HCl (185 muL, 740 mumol) was stirred at room temperature for 30 minutes. After this time, LCMS indicated that the boc group had been cleaved so the solution was concentrated in vacuo. A solution of 3H-[1,2,3]triazole-4-carboxylic acid (5.0 mg, 44 mumol) and HATU (17 mg, 44 mumol) in DMF (370 muL) was stirred at room temperature for 30 minutes. After this time, a solution of the crude amine in DMF (370 muL) was added, followed by DIPEA (19 muL, 111 mumol). The resulting mixture was stirred at room temperature for 1 hour, and then concentrated in vacuo. The crude residue was purified by preparative HPLC to yield 3 products with identical masses (2 of which are diastereomers): isomer a (3.5 mg; purity 97%), isomer b (1.2 mg; purity 100%), and isomer c (1.1 mg; purity 100%). MS m/z [M+H]+ calc’d for C24H23ClFN5O33, 484.15. found 484.2.

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16681-70-2 name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

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 oxetan-3-yl ester (89.5 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 (17 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H28N4O5, 465.21. found 465.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-[1,2,3]Triazole-4-carboxylic acid, and friends who are interested can also refer to it.

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

Reference of 16681-70-2, These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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.

[0841] lH-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) and HATU (11.4 mg, 30 Imo’) were dissolved in DMF(0.5 mL) and stirred at room temperature. A solution of (2R,4 R )-4-amino-5 -( 5′ -chloro-2′-flu oro bipheny 1-4-yl )-2-(1-iso butyry loxy-ethoxycarbony amino )pentanoic acid benzy Iester (19 mg, 27 f.tmol) in DMF (0.5 mL) was added to thissolution, followed by DIPEA (14 f.LL, 82 f.tmol). The resultingsolution was stirred at room temperature for 90 minutes andthen concentrated in vacuo. The crude residue was purified bysilica gel chromatography (0-100% EtOAc:hexanes) to yieldCompound 1 (13 mg) as a clear oil.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

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

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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. HPLC of Formula: C3H3N3O2

[0774] 3H-1,2,3-triazole-5-carboxylic acid (2.5 mg, 22f.tmol) was combined with HATU (8.4 mg, 22 flillOI) in DMF(0.3 mL) and stirred for 10 minutes; Et3N (1 eq.) was addedand the mixture was stirred for 1 minute. Compound 2 (22f.tmol) was dissolved in DMF (0.5 mL) and Et3N (3.1 f.LL, 22f.tmol) was added, followed by addition of the activated acidsolution. The mixture was stirred for 30 minutes and concentratedto yieldCompound3, which was carried to the next stepwithout purification.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

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