Sodium Bicarbonate → HCID 9909239, compound

Participants

Reaction Steps

A solution of 4-chloro-6-(indolin-1-yl)pyrimidine (Method 15, 220 mg, 0.95 mmol) and 4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]aniline hydrochloride (Method 1, 229 mg, 0.81 mmol) in NMP (5 ml) was heated to 150° C. for 1 hour. Sodium bicarbonate solution (20 ml) was added and the mixture was extracted with ethyl acetate (20 ml). The extracts were washed with water (2×10 ml) and dried. Silica (1 g) was added and volatile material removed by evaporation. The residue was purified by column chromatography, eluting with 0-8% 2.0M methanolic ammonia solution in DCM, to give the product as a colourless solid (108 mg). NMR: 2.18 (s, 6H), 2.32 (m, 2H), 3.17 (m, 2H), 3.86 (m, 5H), 4.78 (d, 1H), 5.96 (s, 1H), 6.85 (m, 3H), 7.16 (m, 2H), 7.44 (d, 2H), 8.26 (m, 2H), 9.02 (s, 1H); MS (MH+): 406.

Provenance & Evidence