Dimethylamine → HCID 11269976, compound

Participants

Reaction Steps

Dimethylamine (40% in aqueous solution) was added to 2,3,4,5,6-pentafluorophenyl 4-(2-fluoro-4-iodoanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate in THF as for example 37, step B, and the solution stirred at RT for 15 h. The resultant precipitate was removed by filtration and washed with hexane and Et2O. The filtrate was concentrated under reduced pressure and triturated with hexane to give 4-(2-fluoro-4-iodoanilino)-N,N,1-trimethyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide as a pale yellow solid (58%); m.p. 106-111° C. (glue-liquid). 1H NMR [400 MHz, (CD3)2SO] δ 8.21 (s, 1H), 7.79 (s, 1H), 7.72 (dd, J=10.2, 1.9 Hz, 1H), 7.56 (dt, J=8.4, 1.2 Hz, 1H), 7.16 (t, J=8.4 Hz, 1H), 5.41 (d, J=1.2 Hz, 1H), 3.34 (s, 3H), 2.98 (s, 6H). HRMS (FAB+) calcd for C15H16FIN3O2 416.0271 (M+), found 416.0270. HPLC 97.2% (254 nm).

Provenance & Evidence