Category: 33468-69-8

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. 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., 33468-69-8

l-(4-Ethynyl-2-methoxyphenyl)-4-(trifluoromethyl)-lH-imidazole. 4-Fluoro-3-methoxybenzaldehyde (2.57 g, 16.7 mmol), 4-trifluoromethylimidazole (4.54 g, 33.4 mmol), and K2CO3 (3.46 g, 25 mmol) were dissolved in 15 ml of DMF and stirred at 100 0C overnight. Cooled to room temperature and DMF removed in vacuo. The concentrated mass was taken up in EtOAc and water. Layers were separated and the aqueous layer was extracted twice with EtOAc. The organic extracts were combined, dried (Na2SO4), and concentrated. Chromatography on SiO2 (0-50% EtOAc/CH2Cl2) gave a cream-colored solid (1.67 g, 6.2 mmol, 37%). A solution of aldehyde intermediate (445 mg, 2.32 mmol) in 20 ml of MeOH was treated with K2CO3 (534 mg, 3.86 mmol) and a solution of dimethyl (l-diazo-2-oxopropyl)phosphonate (522 mg, 1.93 mmol) in 5 ml of MeOH and stirred at room temperature overnight. MeOH was removed in vacuo and the concentrated mass was dissolved in EtOAc and washed sequentially with water, sat’d NaHCO3, and water. The organic layer was dried (Na2SO4) and concentrated to a yellow solid (493.2 mg, 1.9 mmol, 96%). 1H NMR (600 MHz, CDCl3) delta 7.77 (s, 1 H), 7.51 (t, J- 1.2 Hz, 1 H), 7.22 (d, J= 7.9 Hz, 1 H), 7.18 (dd, J= 7.9, 1.4 Hz, 1 H), 7.16 (d, J= 1.5 Hz, 1 H), 3.86 (s, 3 H), 3.16 (s, 1 H); MS (EI) [M+l]+ calc’d 267.1, found 267.2.

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Reference:
Patent; MERCK & CO., INC.; WO2008/156580; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

33468-69-8, The chemical industry reduces the impact on the environment during synthesis 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, I believe this compound will play a more active role in future production and life.

a) To a vial was added 4-trifluoromethyl-1H-imidazole (953 mg, 7 mmol), 7 mL of ethanol, and sodium ethoxide (524 mg, 7.7 mmol). To this mixture was slowly added ethyl bromoacetate (1.29 g, 7.7 mmol). After 18 hours, an additional 100 muL of ethyl bromoacetate and approximately 100-200 mg of NaOEt were added. After 90 minutes, the reaction was quenched with NaHCO3 and extracted with 3¡ÁEtOAc. The organic layer was concentrated and the residue was purified by flash chromatography (SiO2, 80 g column, eluting with 15-90% EtOAc in hexanes) to provide 746 mg (48%) of the title compound as a crystalline solid. MS: (ES) m/z calculated for C8H10F3N2O2 [M+H]+ 223.1, found 223.1.

The chemical industry reduces the impact on the environment during synthesis 4-(Trifluoromethyl)-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ChemoCentryx, Inc.; Chen, Xi; Dragoli, Dean R.; Fan, Pingchen; Li, Yandong; Powers, Jay P.; Punna, Sreenivas; Tanaka, Hiroko; Zhang, Penglie; US2014/57937; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

33468-69-8, Adding some certain compound to certain chemical reactions, such as: 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, 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 33468-69-8.

To 100 mg (0.36 mmol) of (S)-5-(4-fluoro-3-(trifluoromethyl)phenyl)-6-methyl-3,6-dihydro- 2H-1,3,4-oxadiazin-2-one (Intermediate 75) and 73 mg of 4-trifluoromethyl imidazole (0.54 mmol) dissolved in 2 mL of DMF was added 235 mg of powdered Cs2C03 (0.72 mmol) and the mixture was heated at 80 Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSTITUTE, INC.; ELLERMANN, Manuel; GRADL, Stefan, Nikolaus; KOPITZ, Charlotte, Christine; LANGE, Martin; TERSTEEGEN, Adrian; LIENAU, Philip; HEGELE-HARTUNG, Christa; SUeLZLE, Detlev; LEWIS, Timothy, A.; GREULICH, Heidi; WU, Xiaoyun; MEYERSON, Matthew; BURGIN, Alex; (500 pag.)WO2019/25562; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem