反应详情

温度

150 °C

tert-Butyl (R)-1-(4-bromophenyl)-4-((R)-3-(1-(3-methoxypropyl)-11−1-benzo[d]imidazol-2-yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (6A) (as prepared in Example 6, Step A) (0.098 mmol, 0.060 g) was added to a 5 mL microwave vessel equipped for stirring. Cyclohexanamine (0.293 moles, 0.034 mL), palladium(II) acetate (0.01 mmol, 0.002 g), Mo(CO)6 (0.098 mmol, 0.026 g), 1,8 diazabicyclo[5.4.0]undec-7-ene (0.293 mmol, 0.044 mL), imidazole (0.049 mmol, 0.003 g), and THF (2 mL) were then added. The flask was sealed and heated to 150° C. for 15 min in the microwave. The reaction mixture was filtered over celite and the solid rinsed with THF (20 mL). The filtrate was collected and concentrated in-vacuo. This crude oil was re-dissolved in methanol (3 mL), filtered, and then purified by preparative LC/MS (20-80% CH3CN in H2O). The resultant fractions were collected and the solvent was removed in-vacuo affording tert-butyl (R)-1-(4-(cyclohexylcarbamoyl)phenyl)-4-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (98A) as a clear colored oil (0.039 mmol, 0.025 g, 39% yield). ESI-MS: 660.4 m/z (M+H)+.

1. customequipped
2. customThe flask was sealed
3. filtrationThe reaction mixture was filtered over celite
4. washthe solid rinsed with THF (20 mL)
5. customThe filtrate was collected
6. concentrationconcentrated in-vacuo
7. dissolutionThis crude oil was re-dissolved in methanol (3 mL)
8. filtrationfiltered
9. custompurified by preparative LC/MS (20-80% CH3CN in H2O)
10. customThe resultant fractions were collected
11. customthe solvent was removed in-vacuo