反应详情

温度

27.5 °C

A mixture of ethyl (2Z)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}-2-fluoroacrylate dihydrochloride (720 mg), cyclopentanone (188 mg), sodium triacetoxyborohydride (1.18 g) and Et3N (0.52 ml) in CHCl3 (20 ml) was stirred at 25-30° C. for 15 hours. The 10% K2CO3 solution (2 ml) was added to a reaction mixture and stirred at ambient temperature for 30 minutes and extracted with CH2Cl2 and washed with brine and dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with CHCl3-MeOH (96:4). The eluted fractions containing the desired product were collected and evaporated in vacuo to give ethyl (2Z)-3-(5-chloro-6-([(3R)-1-cyclopentyl-3-pyrrolidinyl]amino)-3-pyridinyl)-2-fluoroacrylate (710 mg).

1. stirringstirred at ambient temperature for 30 minutes
2. extractionextracted with CH2Cl2
3. washwashed with brine
4. dry with materialdried over MgSO4
5. customThe solvent was evaporated in vacuo
6. customthe residue was chromatographed on silicagel
7. washeluting with CHCl3-MeOH (96:4)
8. additionThe eluted fractions containing the desired product
9. customwere collected
10. customevaporated in vacuo