反应详情

A mixture of 4-{2-amino-6-[2-(4-phenyl-1H-imidazol-2-yl)-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile (310 mg, 0.702 mmol) and hydrazine (2.5 mL, 79 mmol) in ethanol (4 mL) was heated under microwave conditions with stirring for 1 hour. The mixture was concentrated to afford the crude title compound (400 mg) as a yellow solid. This material was combined with another batch of crude title compound (100 mg). The combined material was washed with CH2Cl2 (2×8 mL) and dried in vacuo. The resulting residue was purified by Prep-HPLC using CH3CN in water (0.5% ammonium hydrogen carbonate in water) from 25% to 30% to afford the title compound (220 mg) as a yellow solid. LC-MS (ES) m/z=454 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 3.08-3.14 (m, 1H), 3.18-3.24 (m, 1H), 3.72 (m, 1H), 4.04-4.07 (m, 1H), 4.30-4.34 (m, 1H), 4.59-4.64 (m, 1H), 4.73-4.75 (m, 1H), 5.39 (s, 2H), 6.21 (s, 2H), 6.71 (s, 1H), 7.16-7.20 (m, 1H), 7.31-7.36 (m, 2H), 7.61-7.63 (m, 2H), 7.71 (d, J=8.4 Hz, 1H), 7.78 (d, J=7.2 Hz, 2H), 7.99 (s, 1H), 11.53 (s, 1H), 12.33-12.62 (m, 1H).

1. temperaturewas heated under microwave conditions
2. concentrationThe mixture was concentrated
3. customto afford the crude title compound (400 mg) as a yellow solid
4. washThe combined material was washed with CH2Cl2 (2×8 mL)
5. customdried in vacuo
6. customThe resulting residue was purified by Prep-HPLC