Potassium Carbonate → HCID 11403394, compound

Participants

Reaction Steps

4-{2-Fluoro-4-[(trimethylsilyl)ethynyl]anilino}-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide was reacted with K2CO3 in MeOH/THF as for example 12, step B. The resulting crude product was purified by column chromatography on silica gel (50% acetone/CH2Cl2 as eluant) to give 4-(4-ethynyl-2-fluoroanilino)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide as a pale yellow-orange solid (73%), m.p. (CH2Cl2/MeOH) 269-272° C. 1H NMR [(CD3)2SO, 400 MHz] δ 10.60 (s, 1H), 8.37 (s, 1H), 7.91 (br s, 1H), 7.51 (t, J=8.4 Hz, 1H), 7.48 (br s, 1H), 7.46 (dd, J=11.4, 1.7 Hz, 1H), 7.33 (dd, J=8.3, 0.9 Hz, 1H), 5.71 (s, 1H), 4.25 (s, 1H), 3.37 (s, 3H). Anal. Calcd for C15H12FN3O2.0.25H2O: C, 62.2; H, 4.4; N, 14.5. Found: C, 62.6; H, 4.1; N, 14.6.

Provenance & Evidence