Potassium Phosphate, Tribasic → HCID 24937986, compound

Participants

Reaction Steps

Ethyl 5-amino-6-(cyclopentylamino)-2-(3-hydroxyphenyl)pyrimidine-4-carboxylate. In a microwave flask was placed ethyl 5-amino-2-chloro-6-(cyclopentylamino)pyrimidine-4-carboxylate (212 mg, 0.745 mmol), 3-hydroxyphenylboronic acid (154 mg, 1.12 mmol), potassium phosphate (316 mg, 1.49 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (45.8 mg, 0.112 mmol) and palladium (II) acetate (25.1 mg, 0.112 mmol) in tetrahydrofuran (3 mL) and water (0.3 mL) and the reaction mixture was heated at 120° C. for 30 min in the microwave. The reaction mixture was filtered and the solvent was removed under reduced pressure. The crude material was purified by column chromatography (25-43% ethyl acetate in hexanes and a second chromatography using 0-2% methanol in methylene chloride) to provide the title compound (76.3 mg, 0.223 mmol, 30% yield). MS (ESI) m/z 343.2 [M+1]+.

Provenance & Evidence