反应详情

A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with 4-chloro-2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}pyridine-3-carbaldehyde 108a (9.0 g, 26.1 mmol, 1.0 eq.), methanol (50 mL), dichloromethane (30 mL), and NaBH4 (5.95 g, 156.6 mmol, 5.0 eq.) at 0° C. The reaction mixture was stirred for 1 h. After the reaction was completed, the reaction was quenched with water and concentrated under reduced pressure. The residue was extracted with dichloromethane. The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 1:4 ethyl acetate/petroleum ether to afford 199c as a white solid (7.0 g, 77%). MS-ESI: [M+H]+ 345.9.

1. customA 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer
2. customthe reaction was quenched with water
3. concentrationconcentrated under reduced pressure
4. extractionThe residue was extracted with dichloromethane
5. dry with materialThe combined organic layer was dried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by silica-gel column chromatography
8. washeluting with 1:4 ethyl acetate/petroleum ether