2-chloro-N-(2,4-difluorophenyl)nicotinamide → 2-(4-(1h-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-n-(2,4-difluorophenyl)nicotinamide, hydrochloride salt

Participants

Reaction Steps

4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorobenzenamine (0.073 g, 0.30 mmol, Compound C of Example 1) was converted to the title compound (0.032 g, 21%) in a manner similar to the preparation of 4-(4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-(2,4-difluorophenyl)nicotinamide hydrochloride salt (Compound D of Example 1), except that 2-chloro-N-(2,4-difluorophenyl)nicotinamide (Maybridge, 0.081 g, 0.30 mmol) was used instead of 4-chloro-N-(2,4-difluorophenyl)nicotinamide. 1H NMR (DMSO-d6) δ 12.83 (s, 1H), 10.75 (s, 1H), 10.52 (s, 1H), 8.28-8.41 (m, 3H), 8.15 (dd, 1H, J=13.6, 2.2 Hz), 7.32-7.56 (m, 5H), 7.09-7.13 (m, 1H), 6.98-7.01 (m, 1H), 6.72 (d, 1H, J=6.5 Hz), 6.48-6.49 (m, 1H); HRMS(ESI+), 476.1334 (M+H)+ calc, 476.1350 (M+H)+ found.

Provenance & Evidence