Tag: M.W:100-200

Synthetic Route of 815588-93-3,Some common heterocyclic compound, 815588-93-3, name is 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, molecular formula is C4H5N3O2, 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 mixture of ieri-butyl 6-amino-2-(2-(difluoromethyl)phenyl)-1 H-indole-1 -carboxylate (int 8) (358 mg, 1.00 mmol), 1 -methyl-1 H-1 ,2,4-triazole-5-carboxylic acid (454 mg, 2.00 mmol), HATU (570 mg, 1.50 mmol) and TEA (202 mg, 2.00 mmol) in DMF (4 m_) was stirred at rt overnight. Water (10 ml_) was added and the mixture was extracted with EtOAc (2 x 15 ml_). The combined organic layers were dried over MgS04, filtered and concentrated to dryness. The residue was purified by silica gel chromatography (gradient 30- 00 percent EtOAc in PE) to give the title compound as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, its application will become more common.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; DEUSCHLE, UIrich; STEENECK, Christoph; ALBERS, Michael; HOFFMANN, Thomas; (62 pag.)WO2018/153893; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, A new synthetic method of this compound is introduced below., category: Triazoles

General procedure: The ligand 4-Htba (0.1 mmol) was dissolved in DMF (5 mL), to which a DMF solution (5 mL) of Cd(NO3)2¡¤4H2O (0.1 mmol) was added with stirring for ca. 30 min. Then, the solution was sealed in a Teflon-linear autoclave and heated at 100 C for 3 days, after cooling to room temperature at a rate of 10 C/h, colorless blockc rystals of complex 1 were obtained in 58% yield (20.0 mg). Anal. Calcd for C10H7CdN3O4: C, 34.75; H, 2.04; N, 12.16%. Found: C, 34.71; H, 2.06; N, 12.14%. IR (KBr, cm-1): 1606vs, 1575vs, 1542vs, 1449m, 1410vs, 1368s, 1337s, 1303s, 1281s, 1229m, 1149m, 1051m, 994w, 975m, 873w, 854m, 812w, 781m, 724w, 698w, 669w, 646w, 541w. The same synthetic procedure as that for 1 was used except that Cd(NO3)2¡¤4H2O was replaced by Pb(NO3)2 (0.1 mmol), forming colorless block crystals of 2 in 54% yield (23.8 mg). Anal. Calcd for C10H7PbN3O4: C, 27.27; H, 1.60; N, 9.54%. Found: C, 27.22; H, 1.64; N, 9.49%. IR (KBr, cm-1): 1603s, 1557vs, 1383vs, 1340s, 1305m, 1277m, 1222m, 1143w, 1050w, 964w, 848w, 782m, 719w, 696w, 666w, 641w, 541w.

The synthetic route of 162848-16-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mu, Yu-Hai; Ge, Zhi-Wei; Li, Cheng-Peng; Inorganic Chemistry Communications; vol. 48; (2014); p. 94 – 98;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4922-98-9, These common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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) Ethyl 3-oxo-3-(pyridin-2-yl)propanoate (500 mg, 2.6 mmol) was taken in AcOH (50 mL) in a 250 mL round bottom flask under N2. To it was added 3-phenyl-1H-1,2,4-triazol-5-amine (497 mg, 3.1 mmol). The reaction mixture was heated at 115 ¡ãC for 12 h. The reaction mixture was then evaporated to dryness using toluene as an azeotropic solvent and triturated with diethyl ether. This was finally dried under high vacuum which afforded 66b as a deep brown solid (300 mg, 40percent). This was then used in the next step without any further purification. LCMS(ESI) m/z 288.02 [M-H+]; 57percent (purity).

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zuniga, Edison S.; Korkegian, Aaron; Mullen, Steven; Hembre, Erik J.; Ornstein, Paul L.; Cortez, Guillermo; Biswas, Kallolmay; Kumar, Naresh; Cramer, Jeffrey; Masquelin, Thierry; Hipskind, Philip A.; Odingo, Joshua; Parish, Tanya; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 3922 – 3946;,
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

Related Products 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.

[0832] lH-1,2,3-triazole-4-carboxylic acid (2.3 mg, 20f.tmol) was combined with HATU (7.7 mg, 20 f.tmol) in DMF(2 mL) and stirred at room temperature for 15 minutes. Compound3 (8 mg, 18 f.tmol) and DIPEA (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 flillOI) 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 by reverse phase chromatography to yield Compound a (3 mg) asa TFA salt. MS m/z [M+Hr calc’d for C24H27CIFN50 4 ,504.17. found 504.

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

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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 4-[1,2,4]Triazol-1-yl-benzoic acid

To a solution of the amine (157 mg, 0.66 mmol), 4-(1H-1,2,4-triazol-1-yl)benzoic acid (132 mg, 0.69 mmol), EDCI hydrochloride (145 mg, 0.76 mmol), HOBT (106 mg, 0.78 mmol) in 6.0 mL of DMF was added N-methylmorpholine (0.15 mL, 1.36 mmol) and stirred at ambient temperature for 24 h. The reaction mixture was partitioned between 50 mL of water and 50 mL of ethyl acetate. The organic layer was washed with two 50 mL portions of 1N HCl solution, 50 mL of water, dried over sodium sulfate, filtered, concentrated and purified by column chromatography (methanol/methylene chloride, 3:97) to give 170 mg of N-[(1S,2R)-2-({[(1S)-1-cyano-3-methylbutyl]amino}carbonyl)cyclohexyl]-4-(1H-1,2,4-triazol-1-yl)benzamide as a white solid. Yield: 63%, MS: 409 (M+H+), mp=156.0-158.9 C.

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; Gabriel, Tobias; Krauss, Nancy Elisabeth; US2004/248949; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 13273-53-5, These common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, 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.

To a solution of the crude (S)-4-(2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide (30 mg, 0.059 mmol) in residual dioxane was added 4-bromo-1-methyl-1H-1,2,3-triazole (14.24 mg, 0.088 mmol), PdCl2(dppf) (42.9 mg, 0.059 mmol), DME (195 mul) and 2 M Na2CO3 (130 mul) at room temperature. The reaction mixture was stirred for 5 h. After water and EtOAc were added, the organic layer was extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered off, and concentrated in vacuo. The crude product was purified by prep HPLC. The pure fractions were lyophilized yielding (S)-4-(2-amino-5-(1-methyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide as a TFA salt (25% over 2 steps). LCMS (m/z): 467.3 (MH+), 0.61 min; 1H NMR (400 MHz, CD3OD) delta ppm 8.64 (m, 1H), 8.31 (m, 1H), 8.25 (m, 2H), 8.2 (m, 1H), 7.82 (m, 1H), 7.4 (m, 3H), 7.28 (m, 2H), 7.22 (m, 1H), 5.11 (m, 1H), 4.07 (s, 3H), 3.78 (m, 2H).

The synthetic route of 13273-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, 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. 6523-49-5 name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

Compound 10-a (114 mg, 0.71 mmol) and compound 5 (100 mg, 0.24 mmol) were dissolved in n-butanol (2 mL), p-toluene sulfonic acid monohydrate (180 mg, 0.95 mmol) was added. The mixture was heated to 110 C. and stirred for 16 hours. After cooled to room temperature, the mixture was stirred for further 30 minutes, and there was solid precipitated. After filtration, the solid was purified by preparation HPLC (mobile phase:acetonitrile, water (0.05% trifluoroacetic acid); gradient: 60%-90%-10%) to give yellow solid T-10 (25 mg, yield: 19%). LC-MS (ESI): m/z=547 [M+H]+. (0164) 1H-NMR (400 MHz, CDCl3) delta: 8.58 (d, J=4 Hz, 2H), 8.41 (s, 1H), 8.13 (s, 1H), 8.09 (d, J=6 Hz, 1H), 7.92 (d, J=9 Hz, 2H), 7.71 (d, J=9 Hz, 2H), 7.49 (d, J=6 Hz, 1H), 4.66 (d, J=9 Hz, 2H), 4.25 (d, J=9 Hz, 2H), 3.45 (s, 2H), 3.10 (q, J=6 Hz, 2H), 1.43 (t, J=6 Hz, 3H) ppm

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1338226-21-3,Some common heterocyclic compound, 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, molecular formula is C4H6ClN3O, 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.

To a 75L flask was charged a 9.63wt% solution of 3-(chloromethyl)-4-methyl-lH-l,2,4-triazol-5(4H)-one in NMP (1 1.6 kg, 7.55 mol), 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrile (2.00 kg, 6.29 mol), NMP (3.8 L) and 2-methyl-2-butanol (6.0 L). To the resulting suspension was slowly added N,N-diisopropylethylamine (4.38 L, 25.2 mol) over 4h. The reaction was aged 18h at ambient temperature. The reaction is considered complete when HPLC indicates <1% 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy)benzonitrile remaining. The tan solution was quenched with acetic acid (1.26 L, 22.0 mol) and aged at ambient temperature overnight. The tan solution was warmed to 70 C. Water (2.52 L) was added and the batch was seed with anhydrate Form II (134 g). The thin suspension was aged lh at 70 C. Additional water (14.3 L) was added evenly over 7 h. The slurry was aged 2h at 70 C and then slowly cooled to 20 C over 5 h. The slurry was filtered and washed with 2 : 1 NMP/water (6 L), followed by water washes (6 L x 2). The filter cake was dried over a 2 sweep to give 2.53 kg (85% yield - corrected) of a white solid that was confirmed to be crystalline Form II by X-ray powder detraction analysis. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, its application will become more common. Reference:
Patent; MERCK SHARP & DOHME CORP.; ITOH, Tetsuji; JEON, Ingyu; MANGION, Ian; QIAN, Gang; SHERRY, Benjamin, D.; GAUTHIER, Donald, R.; CAO, Yang; WO2014/89140; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 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. Recommanded Product: 16681-70-2

[0635] Compound 1 (500 mg, 1.4 mmol) was combinedwith HATU (656 mg, 1.7 mmol), 3H-[1,2,3]triazole-4-carboxylicacid (195 mg, 1.7 mmol) and DMF (3 mL). DIPEA(803 f.LL, 4.6 mmol) was added and the mixture was stirred for30 minutes. Saturated aqueous NH4Cl (10 mL) and EtOAc(40 mL) were added. The organic layer was separated anddried over MgS04 . The solvent was evaporated and the residuepurified by normal phase chromatography (0-1 00%EtOAc/hexanes) to yield Compound 2 (650 mg).

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