Water → HCID 178508274, compound

Participants

Reaction Steps

A mixture of 4-(2-amino-6-{2-[4-(3-chlorophenyl)-1H-imidazol-2-yl]-4-morpholinyl}-4-pyrimidinyl)-2-fluorobenzonitrile (310 mg, 0.651 mmol) and hydrazine (1.03 mL, 32.6 mmol) in ethanol (4 mL) was heated under microwave conditions with stirring for 1 hour. The mixture was concentrated, and the resulting residue was purified by Prep-HPLC using CH3CN in water (10 mmol ammonium hydrogen carbonate in water) from 40% to 60% in 9 minutes to afford the title compound (96 mg) as a yellow solid. LC-MS (ES) m/z=488 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 3.07-3.15 (m, 1H), 3.17-3.23 (m, 1H), 3.69-3.75 (m, 1H), 4.04-4.06 (m, 1H), 4.30-4.34 (m, 1H), 4.60-4.64 (m, 1H), 4.72-4.75 (m, 1H), 5.38 (s, 2H), 6.20 (s, 2H), 6.71 (s, 1H), 7.21-7.30 (m, 1H), 7.34-7.47 (m, 1H), 7.60-7.63 (m, 1H), 7.69-7.72 (m, 1H), 7.74-7.76 (m, 2H), 7.83-7.85 (m, 1H), 7.99 (s, 1H), 11.52 (s, 1H), 12.43-12.70 (m, 1H).

Provenance & Evidence