反应详情

温度

-78 °C

A solution of 4-chloro-6-[(1E)-3,3-diethyltriaz-1-en-1-yl]-5-ethynyl-3′-fluoro-N-methoxy-N-methylbiphenyl-2-carboxamide (0.50 g, 1.2 mmol) in tetrahydroduran (5 mL) at −78° C. was treated with 1.0 M lithium aluminum hydride in tetrahydroduran (2.5 mL, 2.5 mmol) dropwise and stirred at −78° C. for 2 hours. The reaction mixture was quenched with water (0.5 mL) at −78° C., diluted with ethyl acetate (50 mL), and warmed to 20° C. The organic layer was separated, washed with 1 M HCl (30 mL), water and brine, dried with sodium sulfate, filtered, and concentrated to a crude residue. Purification by flash column chromatography using ethyl acetate in hexanes (0%-20%) gave the desired product (0.20 g, 47%). LCMS for C19H18ClFN3O (M+H)+: m/z=358.1; Found: 357.9.

1. customThe reaction mixture was quenched with water (0.5 mL) at −78° C.
2. additiondiluted with ethyl acetate (50 mL)
3. temperaturewarmed to 20° C
4. customThe organic layer was separated
5. washwashed with 1 M HCl (30 mL), water and brine
6. dry with materialdried with sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated to a crude residue
9. customPurification by flash column chromatography