反应详情

Ethyl 5-amino-2-(3-hydroxyphenyl)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate. In a microwave flask was placed ethyl 5-amino-2-chloro-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate (404 mg, 1.252 mmol), 3-hydroxyphenylboronic acid (259 mg, 1.878 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 20 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 (SiO2, 80-60% n-hexanes in ethyl acetate) and semi prep HPLC (20-100% acetonitrile+0.1% TFA in H2O+0.1% TFA, over 30 min). Fractions containing product were neutralized with potassium carbonate (saturated aqueous solution), extracted with ethyl acetate and dried over magnesium sulfate to provide the title compound (57.8 mg, 0.152 mmol, 12% yield). MS (ESI) m/z 381.4 [M+1]+.

1. customIn a microwave flask was placed
2. filtrationThe reaction mixture was filtered
3. customthe solvent was removed under reduced pressure
4. customThe crude material was purified by column chromatography (SiO2, 80-60% n-hexanes in ethyl acetate) and semi prep HPLC (20-100% acetonitrile+0.1% TFA in H2O+0.1% TFA, over 30 min)
5. additionFractions containing product
6. extractionextracted with ethyl acetate
7. dry with materialdried over magnesium sulfate