Methanol → HCID 11395628, compound

Participants

Reaction Steps

To a stirred suspension of the hydrochloride salt of 6-chloro-2-(5-chloro-2-methoxy-phenyl)-pyrimidin-4-yl-amine (0.020 g, 0.065 mmol) in ethanol (5.0 ml) was added 4-bromoaniline (0.022 g, 0.13 mmol). After heating under reflux for 20 hours, the solvent was evaporated under reduced pressure. The residue was treated with 1.0 M hydrochloric acid (10 ml) and stirred for 30 minutes. Filtration provided a solid which was treated with methanol (10 ml) and stirred while a solution of sodium carbonate in water (1.0 M, 1 ml) was added. After stirring for 1 hour, the solvents were evaporated under reduced pressure. The residue was treated with water (10 ml) and stirred for 15 minutes. Filtration provided the title compound (0.011 g, 42% yield) as a beige powder. 1H NMR (DMSO-d6) δ 3.83 (s, 3H, CH3), 5.74 (s, 1H, Ar), 6.50 (s, 2H, NH2), 7.14 (d, 1H, J=8.9 Hz, Ar), 7.40-7.45 (m, 3H, Ar), 7.55 (d, 1H, J=2.7 Hz), 7.65-7.67 (m, 2H, Ar), 9.16 (s, 1H, NH).

Provenance & Evidence