反应详情

A solution of 6-bromo-4-nitro-pyridine-2-carboxylic acid (6.60 g, 29.1 mmol) in THF (150 ml) was treated with borane/THF (87 ml of a 1M solution). The mixture was refluxed for 6 hr, then powdered iron (16.3 g, 291 mmol) was added, followed by acetic acid (150 ml). Reflux was maintained for 6 hr, the mixture was filtered, evaporated and partitioned (AcOEt/aqueous NaHCO3-solution). The organic phase was dried (Na2SO4), concentrated and chromatographed (SiO2 with CH2Cl2/MeOH=93/7) to provide 2.0 g (34%) of the title compound as a white solid material. Mp. 144–145° C. (AcOEt), MS: m/e=202 (M+).

1. temperatureThe mixture was refluxed for 6 hr
2. temperatureReflux
3. temperaturewas maintained for 6 hr
4. filtrationthe mixture was filtered
5. customevaporated
6. custompartitioned (AcOEt/aqueous NaHCO3-solution)
7. dry with materialThe organic phase was dried (Na2SO4)
8. concentrationconcentrated
9. customchromatographed (SiO2 with CH2Cl2/MeOH=93/7)