Sodium → HCID 57829865, compound

Participants

Reaction Conditions

Reaction Steps

Sodium (10 mg, 0.45 mmol) was dissolved under an atmosphere of nitrogen in 2-dimethylaminoethanol (0.92 mL). (4-Chloro-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (99 mg, 0.3 mmol) was added and the suspension was heated to 100° C. for 2 hours. The solvent was evaporated under reduced pressure and the residue was taken up in water and extracted twice with diethyl ether. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated under reduced pressure to dryness. The residue was purified by column chromatography on silica gel using dichloromethane/methanol/saturated aqueous ammonia solution (19:1:0.2 v/v/v) as eluent to yield the title compound as a brown viscous oil (37 mg, 33%). MS ISP (m/e): 383.2 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.74 (s, 1H), 7.62 (s, 1H), 7.15 (d, 1H), 7.07 (s, 1H), 7.05 (d, 1H), 6.87 (s, 1H), 6.16 (s, 1H), 4.45 (t, 2H), 3.86 (s, 3H), 2.71 (t, 2H), 2.36 (s, 3H), 2.34 (s, 6H), 2.30 (s, 3H).

Provenance & Evidence