反应详情

To a solution of N-methoxy-N-methyl-6-(trifluoromethyl)nicotinamide (1.23 g, 5.25 mmol, Intermediate 15, step b) in THF (12 mL) at 4° C. was added 0.5 M (3-chlorophenyl)magnesium bromide in THF (12.7 mL, 6.35 mmol). The mixture was stirred at 4° C. to room temperature overnight, and quenched with NH4Cl (aqueous). The organic layer was separated, and the aqueous layer was extracted with CH2Cl2. The combined organic phases were dried (Na2SO4), filtered, concentrated, and purified by flash column chromatography (40 g silica gel column, 0-70% EtOAc in heptanes) to give the title compound as an oil, which solidified upon standing.

1. customquenched with NH4Cl (aqueous)
2. customThe organic layer was separated
3. extractionthe aqueous layer was extracted with CH2Cl2
4. dry with materialThe combined organic phases were dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by flash column chromatography (40 g silica gel column, 0-70% EtOAc in heptanes)