Ammonia → HCID 11237777, compound

Participants

Reaction Steps

2-({2-[(4-{[3-Chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}amino)ethanol (obtained as described in Example 22, preparation of starting materials) (0.208 g) in DCM (10 ml) was treated with 2-chloro-2-oxoethyl acetate (0.091 g) and DIPEA (0.173 g) and stirred for 30 minutes. 7N Ammonia in methanol (20 ml) was added and the solution stirred overnight. The mixture was evaporated and purified by chromatography using DCM to 8% 7N ammonia in methanol in DCM to give the title compound in 30% yield; NMR spectrum (DMSO-d6) 3.37 (t, 2H), 3.56 (t, 2H), 3.95 (t, 2H), 4.11-4.17 (m, 2H), 4.25 (t, 1H), 4.44 (t, 2H), 4.91 (t, 1H), 5.31 (s, 2H), 7.17 (d, 1H), 7.25 (d, 1H), 7.32-7.40 (m, 2H), 7.59 (d, 2H), 7.70-7.76 (m, 1H), 7.86-7.91 (m, 1H), 8.00 (d, 1H), 8.46 (s, 1H), 8.61 (d, 1H), 9.85 (s, 1H); Mass spectrum MH+ 524.

Provenance & Evidence