Sodium Bicarbonate → HCID 18516898, compound

Participants

Reaction Steps

To a suspension of 5-cyano-N-(4-fluorophenyl)-4-[2-(4-methoxy-benzylamino)pyridin-5-yl]pyrimidine-2-amine (104 mg, 0.24 mmol) in acetonitrile (4 mL), MeOH (2 mL) and dichloromethane (2 mL), was added dropwise a solution of ceric ammonium nitrate (133 mg, 0.24 mmol) in water (1 mL). After 0.5 h the reaction was poured into saturated NaHCO3 and extracted with CHCl2. The organic phase was dried (MgSO4) and concentrated under reduced pressure to give the title compound (42 mg) as a buff solid, m.p. 289°. δH (d6 DMSO) 9.93 (1H, s), 8.76 (1H, d, J 2.3 Hz), 8.74 (1H, s), 8.09 (1H, dd, J 8.8, 2.5 Hz), 7.77-7.73 (2H, bm), 7.18-7.13 (2H, m), 6.85 (1H, s) and 6.63 (1H, d, J 8.8 Hz).

Provenance & Evidence