反应详情

Pd(PPh3)4 (416 mg, 0.36 mmol) was added to a rt solution of 2-tributylstannylpyrimidine (1.40 g, 3.6 mmol) and methyl 2-bromo-5-methoxy-4-methylbenzoate (1.03 g, 3.96 mmol) in degassed DME (7 mL) and the resulting mixture was irradiated in the microwave at 160° C. for 1 h. To the rxn mixture was added Pd(PPh3)4 (315 mg, 0.27 mmol) and irradiation was continued at 160° C. for another 2 h. The rxn mixture was diluted with EtOAc and H2O, filtered over celite, the org. layer was separated and the aq. layer was re-extracted with EtOAc. The combined org. extracts were dried (MgSO4), filtered, concentrated in vacuo and purified by FC (Biotage SP1: EtOAc/hex 1:9 to 3:7) to yield methyl 5-methoxy-4-methyl-2-(pyrimidin-2-yl)benzoate as a brown solid which was used without further purification. LC-MS A: tR=0.75 min, [M+H]+=258.99.

1. customthe resulting mixture was irradiated in the microwave at 160° C. for 1 h
2. additionTo the rxn mixture was added
3. filtrationfiltered over celite
4. customlayer was separated
5. extractionthe aq. layer was re-extracted with EtOAc
6. dry with materialextracts were dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. custompurified by FC (Biotage SP1: EtOAc/hex 1:9 to 3:7)