Acetyl chloride → HCID 69064736, compound

Participants

Reaction Steps

N-[3-Chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(ethylamino)ethoxy]quinazolin-4-amine (58 mg) in DCM (3 ml) was treated with acetyl chloride (15 mg) and DIPEA (39 mg) and stirred overnight. The solution was purified by chromatography using DCM to 10% 7N ammonia in methanol in DCM to give after trituration with diethyl ether N-{2-[(4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}-N-ethylacetamide (39 mg, 61%); NMR spectrum (DMSO-d6) 1.12 (t, 3H), 1.98 (s, 3H), 3.37-3.42 (m, 2H), 3.87 (t, 2H), 4.39 (t, 2H), 5.31 (s, 2H), 7.16 (d, 1H), 7.22-7.28 (m, 1H), 7.33-7.39 (m, 2H), 7.55-7.61 (m, 2H), 7.71-7.75 (m, 1H), 7.87-7.91 (m, 1H), 7.94 (d, 1H), 8.45 (s, 1H), 8.61 (d, 1H), 9.80 (s, 1H); Mass spectrum MH+ 492.

Provenance & Evidence