反应详情

温度

130 °C

A mixture of Intermediate 3 (20 g, 66.18 mmol), 2,6-dimethylpyridine-4-boronic acid, pinacol ester ([325142-95-8], 20 g, 85.79 mmol), tetrakis(triphenylphosphine)palladium (4.59 g, 3.97 mmol), 1,4-dioxane (120 mL), sodium carbonate (21.04 g, 198.55 mmol) in ethanol/water 1/1 (120 mL) was stirred and heated under nitrogen atmosphere at 130° C. for 6 h. The solvent was evaporated. The residue was taken up in DCM and washed twice with water. The organic layer was separated, dried with MgSO4 and evaporated. The residue was purified by column chromatography on silica gel (eluent gradient from 100% DCM to 98/2 DCM/MeOH). The desired fractions were collected and evaporated. The resulting residue was recrystallized from DIPE/CH3CN, yielding 18.5 g (85%) of Intermediate 4, after drying overnight under vacuum at 50° C.

1. customThe solvent was evaporated
2. washwashed twice with water
3. customThe organic layer was separated
4. dry with materialdried with MgSO4
5. customevaporated
6. customThe residue was purified by column chromatography on silica gel (eluent gradient from 100% DCM to 98/2 DCM/MeOH)
7. customThe desired fractions were collected
8. customevaporated
9. customThe resulting residue was recrystallized from DIPE/CH3CN