Ethanol → HCID 46215124, compound

Participants

Reaction Conditions

Reaction Steps

Into a sealable tube, 2-fluoro-4-{2-(methylamino)-6-[(2R)-2-methyl-1-pyrrolidinyl]-4-pyrimidinyl}-6-(methyloxy)benzonitrile (100 mg, 0.293 mmol), EtOH (5 mL), Hunig's base (0.05 mL, 0.29 mmol), and hydrazine anhydrous (0.055 mL, 1.76 mmol) were added, and the yellow suspension mixture was heated overnight at 110° C. in an oil bath. After overnight, there was yellow suspension as well as some black colored solid formed. LCMS showed mainly product. The reaction was cooled to room temperature. Water (20 mL) was added to the yellow solution, and a solid was formed. The solid was filtered, washed by water, and dried in vacuum. The solid was purified further by flash column chromatography. The fractions with product were combined, and the solvent was removed under reduced pressure to afford the title compound (23.7 mg) as a white solid. LC-MS (ES) m/z=354 [M+H]+. 1H NMR (400 MHz, CDCl3): δ 1.30 (d, J=6.3 Hz, 3H), 1.75-2.18 (m, 4H), 3.02 (s, 3H), 3.50-3.63 (m, 2H), 4.02 (s, 3H), 4.34 (m, 1H), 4.50 (m, 2H), 6.07 (s, 1H), 6.93 (s, 1H), 7.44 (s, 1H).

Provenance & Evidence