Application of 641571-13-3,Some common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, molecular formula is C12H9F3N2O2, 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 carboxylic acid 6m (1.0g, 3.91 mmol) in DMF (18mL), HOBt (0.59g, 4.69 mmol) and EDC (0.82mL, 4.69 mmol) was added 4-methyl-3-nitroaniline (0.71 g, 4.69 mmol) and the mixture was stirred at 25 C for 12 hours. The reaction mixture was concentrated under reduced pressure, redissolved in EtOAc and extracted with 0.5 M NaHCO3 and water. The organic phase was dried over MgSO4, concentrated under reduced pressure and the resulting solid was washed with DCM and hexane affording the desired amide in pure form (1.01g, 64% yield). IR (neat): upsilon? = 3344, 1682, 1654, 1603, 1537, 1524, 1498, 1448, 1407, 1305, 1283, 1255, 1172, 1121, 1103, 1079, 1001, 904, 877, 829, 812, 751, 739, 690, 671, 617, 503, 418 cm-1; MS (ESI), m/z: calcd for C19H16F3N4O3+, 405.11690; found, 405.11716.
The synthetic route of 641571-13-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Universitaet Zuerich; Unzue Lopez, Andrea; Dong, Jing; Lafleur, Karine Anne; Zhao, Hongtao; Frugier, Emilie; Caflisch, Amedeo; Nevado Blazquez, Cristina; EP2924039; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem