反应详情

温度

-78 °C

A 50 ml reactor under argon was charged with 2-bromo-4-methylpyridine and THF. The reaction was cooled to −78° C. and the Pd(dppf)2Cl2 (dppf being 1,1′-di(diphenylphosphine)-ferrocene) catalyst was added, followed by 3.0 M pentyl magnesium bromide. The reaction was allowed to warm to 0° C. until the starting material was consumed. The reaction was quenched with 20 ml of saturated ammonium chloride solution and extracted with 20 ml of ethylacetate. The ethyl acetate layer was extracted with 20 ml of 1 M aqueous hydrochloric acid to extract the pyridine product from neutral organics. The aqueous acid layer was neutralized with 1 M NaOH and extracted with 20 ml of ethyl acetate. The ethyl acetate layer was washed with brine and dried on anhydrous sodium sulphate. The product phase was filtered and concentrated on the rotary evaporator to give 850 mg of product, a 44.9% yield.

1. temperatureto warm to 0° C. until the starting material
2. customwas consumed
3. customThe reaction was quenched with 20 ml of saturated ammonium chloride solution
4. extractionextracted with 20 ml of ethylacetate
5. extractionThe ethyl acetate layer was extracted with 20 ml of 1 M aqueous hydrochloric acid
6. extractionto extract the pyridine product from neutral organics
7. extractionextracted with 20 ml of ethyl acetate
8. washThe ethyl acetate layer was washed with brine
9. dry with materialdried on anhydrous sodium sulphate
10. filtrationThe product phase was filtered
11. concentrationconcentrated on the rotary evaporator