Hydrazine → HCID 178432616, compound

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Reaction Steps

A mixture of 4-{2-amino-6-[2-(4-methyl-5-phenyl-1H-imidazol-2-yl)-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile (100 mg, 0.220 mmol) and hydrazine (0.348 mL, 10.98 mmol) in ethanol (2 mL) was heated under microwave conditions with stirring for 1 hour. The mixture was concentrated, and the crude product was purified by RPHPLC to afford the title compound (90 mg) as a pale yellow solid. LC-MS (ES) m/z=468 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 2.35 (s, 3H), 3.04-3.22 (m, 2H), 3.66-3.75 (m, 1H), 4.04 (d, J=11.2 Hz, 1H), 4.32 (d, J=12.8 Hz, 1H), 4.52-4.58 (m, 1H), 4.70 (s, 1H), 5.38 (s, 2H), 6.20 (s, 2H), 6.70 (s, 1H), 7.17-7.28 (m, 1H), 7.34-7.46 (m, 2H), 7.52-7.66 (m, 3H), 7.71 (d, J=8.4 Hz, 1H), 7.96 (s, 1H), 11.52 (s, 1H), 12.20 (s, 1H).

Provenance & Evidence