反应详情

To (cis)-N-((3-chloropyrazin-2-yl)methyl)-4-hydroxycyclohexanecarboxamide (57.4 mmol, 15.47 g) and 4-dimethylaminopyridine (5.74 mmol, 0.701 g) in pyridine (125 ml) at 0° C. was added dropwise acetic anhydride (60.2 mmol, 5.69 ml) and the mixture was stirred at room temperature for one hour. Then the reaction was quenched with 4 N hydrochloric acid to a pH of four and extracted with ethyl acetate three times. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The residue was taken up in toluene and concentrated in vacuo again. The residue was dissolved in dichloromethane (100 ml) and washed with 1 M hydrochloric acid (100 ml). The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to give (cis)-4-((3-chloropyrazin-2-yl)methylcarbamoyl)cyclohexyl acetate (16.5 g)

1. customThen the reaction was quenched with 4 N hydrochloric acid to a pH of four
2. extractionextracted with ethyl acetate three times
3. dry with materialThe combined organic layers were dried (MgSO4)
4. concentrationconcentrated in vacuo
5. concentrationconcentrated in vacuo again
6. dissolutionThe residue was dissolved in dichloromethane (100 ml)
7. washwashed with 1 M hydrochloric acid (100 ml)
8. washThe organic layer was washed with brine
9. dry with materialdried (MgSO4)
10. concentrationconcentrated in vacuo