反应详情

To a solution of (R)-methyl 2-(4-chloro-5-(methoxycarbonyl)pyrimidin-2-yl)-1-isopropyl-7-(methylsulfonyl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-8-carboxylate (20 mg, 0.04 mmol) and 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (50 mg, 0.4 mmol) in 5 mL of dioxane was added K2CO3 (54 mg, 0.4 mmol) followed by Pd(PPh3)4 (5 mg, 0.004 mmol) under N2 with stirring. The mixture was refluxed for 2 h until the material was disappeared. The reaction mixture was cooled to rt. The dioxane was removed under vacuum. Water (10 mL) was added and the mixture was extracted with EtOAc (10 mL×3). The organic layers were dried over anhydrous Na2SO4, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford (R)-methyl 1-isopropyl-2-(5-(methoxycarbonyl)-4-methylpyrimidin-2-yl)-7-(methylsulfonyl)-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-8-carboxylate (15 mg, 75% yield) as a colorless oil. LC-MS MS (ESI) m/z 502.1 [M+H]+.

1. temperatureThe mixture was refluxed for 2 h until the material
2. customThe dioxane was removed under vacuum
3. additionWater (10 mL) was added
4. extractionthe mixture was extracted with EtOAc (10 mL×3)
5. dry with materialThe organic layers were dried over anhydrous Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under vacuum
8. customThe residue was purified by preparative TLC