Ammonia → (R)-2-(4-(1-(pyridin-2-ylmethyl)-1H-indazol-5-ylamino)quinazolin-5-yloxy)propanamide

Participants

Reaction Steps

A solution of methyl (2R)-2-[(4-{[1-(pyridin-2-ylmethyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate (250 mg, 0.55 mmol) in methanol (3 ml) was saturated with ammonia by bubbling gaseous ammonia into the solution for a few minutes. The tube containing the solution was sealed and the mixture was stirred for 48 hours at room temperature. The precipitate was filtered, washed with ether and dried to give the title compound as a white solid (165 mg, 65%); NMR Spectrum 1.66 (d, 3H), 5.14 (q, 1H), 5.77 (s, 2H), 6.94 (d, 1H), 7.02 (d, 1H), 7.30 (m, 1H), 7.36 (d, 1H), 7.55 (br s, 1H), 7.78-7.67 (m, 4H), 7.89 (br s, 1H), 8.15 (s, 1H), 8.52 (m, 3H), 10.80 (br s, 1H); Mass spectrum MH+ 440.

Provenance & Evidence