Hydrazine → HCID 178488778, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[2-amino-6-(2-{4-[4-(methyloxy)phenyl]-1H-imidazol-2-yl}-4-morpholinyl)-4-pyrimidinyl]-2-fluorobenzonitrile (350 mg, 0.742 mmol) and hydrazine (1.18 mL, 37.1 mmol) in ethanol (4 mL) was heated under microwave conditions with stirring for 1 hour. The mixture was concentrated. Ethanol (15 mL) was added to the resulting residue, and the resulting mixture was heated to 85° C. for 20 minutes, and then filtered while hot and dried in vacuo to afford the title compound (115 mg) as a pale yellow solid. LC-MS (ES) m/z=484 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 3.09-3.15 (m, 1H), 3.19-3.25 (m, 1H), 3.69-3.77 (m, 4H), 4.02-4.05 (m, 1H), 4.29-4.36 (m, 1H), 4.56-4.62 (m, 1H), 4.72 (s, 1H), 5.39 (s, 2H), 6.21 (s, 2H), 6.71 (s, 1H), 6.89-6.98 (m, 2H), 7.21-7.68 (m, 1H), 7.60-7.65 (m, 1H), 7.68-7.72 (m, 3H), 7.99 (s, 1H), 11.52 (s, 1H), 12.22-12.48 (m, 1H).

Provenance & Evidence