Potassium Phosphate, Tribasic → 2-(2-Hydroxyphenyl)-9-(2-methoxyphenyl)purine-6-carboxamide

Participants

Reaction Steps

Ethyl 5-amino-2-(2-hydroxyphenyl)-6-[(2-methoxyphenyl)amino]pyrimidine-4-carboxylate. In a microwave flask was placed ethyl 5-amino-2-chloro-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (400 mg, 1.24 mmol), 3-hydroxyphenylboronic acid (260 mg, 1.86 mmol), potassium phosphate (531 mg, 2.504 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (77 mg, 0.188 mmol) and palladium (II) acetate (42.2 mg, 0.188 mmol) in tetrahydrofuran (20 mL) and water (2 mL) and the reaction mixture was heated at 120° C. for 60 min in the microwave. The reaction mixture was filtered and the crude product adsorbed onto silica gel. Flash chromatography (40% EtOAc in hexanes) afforded the title compound (235 mg, 0.62 mmol, 50%) as a tan solid. MS (ESI) m/z 381.3[M+1]+.

Provenance & Evidence