反应详情

A mixture of 1. 17 g of 1-[[2-(2-chloro-6-cyanophenyl)-1,6-dihydro-6-oxo-5-phenyl -3-pyridyl]carbonyl]-3-methoxyazetidine, 0.91 g of zinc powder and 25 ml of acetic acid was heated to boiling under reflux for 15 minutes under argon. The reaction mixture was then poured into 125 ml of water, whereupon the separated crystals were filtered off under suction and washed with water. The aqueous phase was exhaustively extracted with methylene chloride. The combined organic phases were evaporated and the residue was purified with the crystals obtained above. This material was chromatographed on silica gel with methylene chloride/acetone (9:1) and then recrystallized from toluene. There was obtained 0.33 g of 1-[(10-chloro-4,6-dihydro-4-oxo-3-phenylpyrido[2,1-a]isoindole-1-yl)carbonyl]-3-methoxyazetidine as yellow crystals with a m.p. of 235°-238°.

1. additionA mixture of 1
2. temperatureunder reflux for 15 minutes under argon
3. filtrationwere filtered off under suction
4. washwashed with water
5. extractionThe aqueous phase was exhaustively extracted with methylene chloride
6. customThe combined organic phases were evaporated
7. customthe residue was purified with the crystals
8. customobtained above
9. customThis material was chromatographed on silica gel with methylene chloride/acetone (9:1)
10. customrecrystallized from toluene