反应详情

A solution of 4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine [4 g, Reference Example 3] and diethyl-3-pyridyl-borane (2.1 g) in tetrahydrofuran (180 mL) was treated with palladium tetrakis triphenylphosphine (0.65 g) and potassium carbonate (3.59 g). The solution was stirred at reflux for 24 hours and evaporated under reduced pressure. The residue was partitioned between ethyl acetate and brine. The organic phase was separated, then dried over magnesium sulfate and then evaporated under reduced pressure. The residue was subjected twice to flash column chromatography on silica eluting with a mixture of ethyl acetate and methanol (90:10, v/v) and a mixture of ethyl acetate and cyclohexane (50:50, v/v) to give the title compound (2.5 g) as an amorphous solid. MS: 351 [MH]+. LCMS (Method B) RT=3.05 minutes.

1. temperatureat reflux for 24 hours
2. customevaporated under reduced pressure
3. customThe residue was partitioned between ethyl acetate and brine
4. customThe organic phase was separated
5. dry with materialdried over magnesium sulfate
6. customevaporated under reduced pressure
7. additionThe residue was subjected twice to flash column chromatography on silica eluting with a mixture of ethyl acetate and methanol (90:10
8. additionv/v) and a mixture of ethyl acetate and cyclohexane (50:50