Methanol → Tert-butyl 3-[4,6-dibromo-2-(2,4-difluorophenyl)pyridin-3-yl]propanoate

Participants

Reaction Conditions

Reaction Steps

To a −78° C. solution of the lithium bis(trimethylsilylamide) (14 mL) in mL of THF was added t-butylacetate (2 mL). After stirring for 10 min, 4,6-dibromo-2-(2,4-difluorophenyl)-3-methylpyridine (1.0 g) dissolved in 3 mL THF was added dropwise. The mixture stirred at −78° C. for 1.5 h, then warmed to −50° C. The reaction mixture was then recooled to −78° C. and 3 mL of methanol was added. The solution stirred for 24 h at rt. The crude mixture was purified by flash chromatography, eluting with 50% ethyl acetate/hexanes. Mass spectrum m/z (ESI) 478.3 (M+1).

Provenance & Evidence