2-(4-(2-Aminopyridin-4-yloxy)-3-fluorophenylamino)-n-(2,4-difluorophenyl)nicotinamide, hydrochloride salt → 4-(4-(2-Aminopyridin-4-yloxy)-3-fluorophenylamino)-2-cyano-n-(2,4-difluorophenyl)pyrimidine-5-carboxamide, dihydrochloride salt

Participants

Reaction Steps

4-(4-(2-Carbamoylpyridin-4-yloxy)-3-fluorophenylamino)-2-cyano-N-(2,4-difluorophenyl)pyrimidine-5-carboxamide (171 mg, 0.33 mmol) was converted to the title compound (90 mg, 53%) in a manner similar to the preparation of 2-(4-(2-aminopyridin-4-yloxy)-3-fluorophenylamino)-N-(2,4-difluorophenyl)nicotinamide (Step E of Example 3). 1H NMR (DMSO-d6) δ 10.85 (s, 1H), 10.83 (s, 1H), 9.11 (s, 1H), 7.99 (m, 2H), 7.83 (br s, 2H), 7.68-7.40 (m, 4H), 7.20 (m, 1H), 6.75 (dd, 1H, J=7.3, 2.4 Hz), 6.20 (d, 1H, J=2.4 Hz); MS(ESI+) m/z 478 (M+H)+.

Provenance & Evidence