Day: February 18, 2021

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. 815588-93-3, name is 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3O2

[00139] To a stirring solution of 7 (0.25 g, 0.88 mmol) in CH2C12 (20 mL) was added HOBt (178 mg, 1.32 mmol), EDCI.HCl (0.2 g, 1.00 mmol) followed by DIPEA (0.4 mL, 2.20 mmol) and Int-C (134 mg, 1.05 mmol) at 0¡ãC. The reaction mixture was stirred at RT for 16 h. After consumption of the starting material (by TLC), the reaction mixture was concentrated under reduced pressure to obtain crude product. This material was purified by column chromatography followed by prep-HP LC purification to afford Compound C (0.07 g, 21percent). 1H-NMR: (500 MHz, DMSO-d6): delta 8.09 (s, 1H), 7.89 (t, 1H), 7.25 (d, 1H), 7.12 (t, 1H), 4.93 (s, 1H), 4.19-4.15 (m, 2H), 4.03 (s, 3H), 3.96-3.91 (m, 4H), 3.44 (d, 1H), 2.25-2.20 (m, 3H), 1.97-1.91 (m, 2H), 1.07 (s, 3H). LCMS (m/z): 394.2 [M++l] HPLC Purity: 93percent

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; NAUREX, INC.; LOWE, John, A.; KHAN, M., Amin; WO2014/120800; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 27996-86-7,Some common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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: Substituted benzaldehydes (0.04 mol) and sodium bisulfite (0.04 mol), dissolved in 20 mL of an ethanol and water mixture, were stirred for 1 h at room temperature. The formed sodium hydroxy(4-substituted phenyl)methanesulfonate salts were obtained by filtration.

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

Reference:
Article; Unsal-Tan, Oya; Ozadali-Sari, Keriman; Ayazgok, Beyza; Kuecuekk?l?nc, Tuba Tueylue; Balkan, Ayla; Medicinal Chemistry Research; vol. 26; 7; (2017); p. 1506 – 1515;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7170-01-6, The chemical industry reduces the impact on the environment during synthesis 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

200 mg of intermediate 35, 60% sodium hydride(Oil) 30 mg, and DMF 2 mL,47 mg of 3-methyl-1H-1,2,4-triazole was added under ice cooling. After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And saturated brine, and dried over anhydrous sodium sulfate. The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,120 mg of Compound 247 of the present invention described below was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 60166-43-0,Some common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, 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.

1,4-Dimethyl-1H-1,2,3-triazole (0.057 g, 0.588 mmol), potassium acetate (0.192 g,1.960 mmol), PdOAc2 (8.80 mg, 0.039 mmol) and di((3S,5S,7S)-adamantan-1-yl)(butyl)phosphine (cataCXium A) (0.028 g, 0.078 mmol) were suspended in 2- methylbutan-2-ol (2.57 ml, 23.51 mmol) under nitrogen. The reaction mixture was purged with nitrogen for 5 mm and then ()-5-(5-bromo-1-(4,4-difluorocyclohexyl)-1H- benzo[d]imidazol-2-yl)-1-(3,4-difluoro phenyl)pyrrolidin-2-one (0.2 g, 0.392 mmol) was added. The green suspension was heated to 100C for 24h. The reaction was cooledto RT and partitioned between EtOAc (40 mL) and water (30 ml). The organic phase was separated, washed with brine (25 ml) and then dried over MgSO4, filtered and concentrated in vacuo to afford a yellow oil.The crude product was purified by chromatography on silica gel (24 g column, 0-5% MeOH/DCM) to afford (S)-5-(1-(4,4- difluorocyclohexyl)-5 -(1 ,4-dimethyl- 1 H- 1,2,3 -triazol-5 -yl)- 1 H-benzo[d] imidazol-2-yl)-1-(3,4-difluorophenyl)pyrrolidin-2-one (69.5 mg, 33%) as beige solid; Rt 2.02 mm(method 1), mlz 527 (M+H)+ (ES+); 1H NIVIR (d6-DMSO) : 7.86 (ddd, J = 13.3, 7.4,2.7 Hz, 1H), 7.77 (d, J = 1.5 Hz, 1H), 7.67 (d, J = 8.5 Hz, 1H), 7.38 (q, J = 10.6, 9.2 Hz,1H), 7.32 (dd, J = 8.5, 1.7 Hz, 1H), 7.22 – 7.14 (m, 1H), 6.12 – 6.06 (m, 1H), 4.88 – 4.77(m, 1H), 3.90 (s, 3H), 2.81 -2.61 (m, 2H), 2.61 -2.42 (m, 3H), 2.31 -2.21 (m, 3H),2.19 (s, 3H), 2.17- 1.93 (m, 4H).

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

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; QIN, Ting; HARBOTTLE, Gareth; (95 pag.)WO2018/73587; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

Intermediate 52: 3-Fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid.Step A: 3-Fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzonitrile and 3-fluoro-2-(1 H- 1 ,2,3-triazol-1 -yl)benzonitrile. A mixture of 2,3-difluorobenzonitrile (4.0 g, 28.8 mmol), 2H-1 ,2,3-triazole (1 .9 g, 28.8 mmol) in DMF (85.0 mL) and K2C03 (7.9 g, 57.5 mmol) were heated to 125 C for 1 .5 h. After cooling to rt, water was added and the mixture extracted with EtOAc (2 X). The combined organics were washed with brine and dried (Na2S04). Purification via FCC (10-100% EtOAc in hexanes) gave two products. 3-Fluoro-2-(2H-1 ,2,3-triazol-2- yl)benzonitrile (1 .6 g, 29%), 1H NMR (CDCI3): 7.99 (s, J = 6.6 Hz, 2H), 7.67 – 7.63 (m, 1 H), 7.61 – 7.53 (m, 2H), 7.26 (s, 6 H) and 3-fluoro-2-(1 H-1 ,2,3-triazol- 1 -yl)benzonitrile (2.0 g, 38%) 1H NMR (CDCI3): 7.97 (dd, J = 4.4, 2.8 Hz, 1 H), 7.95 (d, J = 1 .2 Hz, 1 H), 7.70 (tt, J = 5.7, 2.8 Hz, 1 H), 7.65 (td, J = 8.1 , 4.9 Hz, 1 H), 7.62 – 7.57 (m, 1 H).

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, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); 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 7411-23-6 as follows. Recommanded Product: 7411-23-6

A mixture of salt 1a [6] (1 g, 2.9 mmol), 3,5-dibromo-1,2,4-triazole (0.66 g, 2.9 mmol), and 60% aqueous acetonitrile (15 ml) was refluxed for 2 h. The mixture was cooled and poured into water (50 ml). The precipitate formed was filtered off and recrystallized from ethanol. Yield 0.83 g (74%), colorless crystals; mp 193-194 C. IR spectrum, nu, cm-1: 3500-3100 (OH), 3066 (CH arom.), 2922 (CH2); 1630, 1443, 1331, 1271, 1072, 818. 1H NMR spectrum (DMSO-d6), delta, ppm (J, Hz): 5.68 (2H, s, CH2); 7.16 (1, d, J = 9.2, H Ar); 7.29 (1, t, J = 7.3, H Ar); 7.47 (1, dd, J = 8.3, J = 7.3, H Ar); 7.80 (2H, d, J = 8.7, H Ar); 7.96 (1, d, J = 8.3, H Ar); 10.23 (1H, s, OH). 13C NMR spectrum (DMSO-d6), delta, ppm: 44.8 (CH2); 111.7 (C); 118.3 (CH); 122.8 (CH); 123.3 (CH); 127.5 (CH); 128.5 (C); 129.0 (CH); 131.2 (CH); 131.3 (C); 133.8 (C); 139.4 (C); 155.0 (C). Found, %: 40.88; 2.45; N 10.81. C13H9Br2N3O. Calculated, %: C 40.76; H 2.37; N 10.97.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Osyanin; Osipov; Klimochkin, Yu. N.; Chemistry of Heterocyclic Compounds; vol. 47; 12; (2012); p. 1607 – 1609; Khim. Geterotsikl. Soedin.; vol. 47; 12; (2011); p. 1914 – 1916,3;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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. SDS of cas: 103755-58-4

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

The synthetic route of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

General procedure: Propynyl alcohol (2.2 g, 0.04 mol), cuprous iodide (0.4 g, 2.0 mmol) andN,N-diisopropylethylamine (5.2 g, 0.04 mol) were sequentially added into a stirred solution of intermediate9a-9l(0.04 mol) in absolute ethanol (10 v/w) at 25oCfor 24 h. The insoluble matter removed by filtration, and the filtrate is concentrated. Next the filtrate was poured into water, extracted with dichloromethane, and the combined organic layer was washed with water, dried over anhydrous Na2SO4and evaporated to dryness to give compounds10a-10l. Intermediate10a-10l(0.10 mol) without purification was dissolved in glacial acetic acid (10 v/w), chromium trioxide (2 mL, 0.01 mol) was added dropwise and the mixture was stirred 1 h at 100oC.After cooling to r.t., solvent was removed by concentrate under reduced pressure. The residue was added to water under stirring, the precipitates were collected by filtration and washed with water to obtain compounds11a-11l.

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Qiaoling; Dai, Baozhu; Li, Zhiwei; Xu, Le; Yang, Di; Gong, Ping; Hou, Yunlei; Liu, Yajing; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step (iii): N-[(1S,2S)-2-{[3-Chloro-5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide To a solution of (1S,2S)-1-N-[3-chloro-5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (530 mg, 1.67 mmol) in dry DMF (5.6 ml) was added 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 348 mg, 1.84 mmol), HATU (953 mg, 2.51 mmol) and triethylamine (699 mul, 5.01 mmol) and then stirred at room temperature for 17 hours. The reaction was partitioned between ethyl acetate and a saturated solution of sodium bicarbonate. The organics were washed with water, brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (basic silica, 0-100% ethyl acetate/petrol) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.49-1.77 (m, 4H), 1.93-2.05 (m, 1H), 2.06-2.17 (m, 1H), 4.18-4.29 (m, 1H), 4.33-4.44 (m, 1H), 7.40-7.46 (m, 1H), 7.46-7.53 (m, 1H), 7.56-7.64 (m, 1H), 7.72-7.78 (m, 1H), 7.79-7.87 (m, 3H), 8.41-8.57 (m, 2H) MS ES+: 452

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, 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 1455-77-2, name: 3,5-Diamino-1,2,4-triazole

Example 11AEthyl 2-amino-7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylateUnder an atmosphere of argon, ethyl 2-(4-cyanobenzylidene)-3-oxobutanoate (12.2 g, 50.1 mmol; preparation see WO 2004/020410-A2, Example 32A) and 1H-1,2,4-triazole-3,5-diamine (6.0 g, 60.5 mmol, 1.2 eq.) were dissolved in DMF (150 ml).Solid sodium bicarbonate (30.7 g, 365.6 mmol, 6 eq.) was added, and the mixture was stirred at 63¡ã C. for 12 h.The mixture was then filtered and the DMF was distilled off from the filtrate under reduced pressure.The residue was suspended in ethanol and stirred, and the product was then filtered off and dried under high vacuum.This gave 12.45 g (76percent of theory) of the title compound.LC-MS (Method 4): Rt=2.29 min; MS (ESIpos): m/z (percent)=325.3 (100) [M+H]+; MS (ESIneg): m/z (percent)=323.3 (100) [M+H]-.1H-NMR (400 MHz, DMSO-d6): delta=1.00 (t, 3H), 2.40 (s, 3H), 3.95 (m, 2H), 5.25 (s, 2H), 6.05 (s, 1H), 7.35 (m, 2H), 7.75 (m, 2H), 10.6 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics