4-Fluoro-3-(trifluoromethyl)aniline → HCID 178522141, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(4-fluorophenyl)-2-chloro-4-hydroxy-6-nitroquinazoline-8-carboxamide (0.050 g) in 1-methyl-2-pyrrolidinone (1 mL) was added 4-fluoro-3-(trifluoromethyl)aniline (0.053 mL). The reaction mixture was heated at 130° C. for 4.5 h, then cooled to room temperature and diluted with water. The resulting mixture was cooled at 5° C. for 3 h and the precipitate which formed was isolated by filtration, washed with water and dried to afford the title compound as a grey solid (0.054 g). 1H NMR (300 MHz, DMSO-d6): 12.31 (s, 1H), 11.87 (s, 1H), 9.64 (s, 1H), 9.00 (d, J=2.9 Hz, 1H), 8.8. (d, J=2.9 Hz, 1H), 7.95-7.87 (m, 2H), 7.39-7.32 (m, 1H), 7.15-6.95 (m, 4H); HPLC (Method E): 4.3 min.; MS (APCI−): m/z 504.

Provenance & Evidence