反应详情

To a stirred and cooled (0° C.) solution of potassium hydroxide (0.55 g, 9.80 mmol) in methanol (10 mL) were added a mixture of 3-pyridine carboxaldehyde (1.03 mL, 10.84 mmol) and 2-isocyano-1-(pyrrolidin-1-yl)ethanone BLE 04098 (1.50 g, 10.86 mmol). The solution was stirred 3 h at 0° C. and then concentrated. The residue was partitioned between ethyl acetate (100 mL) and water. The organic layer was combined with two additional ethyl acetate extracts (2×100 mL), washed with aqueous sodium chloride and dried over MgSO4, filtered and evaporated. Concentration afforded a crude product which was purified by column chromatography on silica (CH2Cl2:MeOH=98:2) to yield to trans-(4,5-dihydro-5-(pyridin-3-yl)oxazol-4-yl)(pyrrolidin-1-yl)methanone BLE 04110B (0.95 g, 39% yield) as a pale yellow pale solid.

1. additionwere added
2. stirringThe solution was stirred 3 h at 0° C.
3. concentrationconcentrated
4. customThe residue was partitioned between ethyl acetate (100 mL) and water
5. washwashed with aqueous sodium chloride
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated
9. concentrationConcentration
10. customafforded a crude product which
11. customwas purified by column chromatography on silica (CH2Cl2:MeOH=98:2)