1-(6-Bromopyridin-2-yl)prop-2-yn-1-one → 2-(6-Bromopyridin-2-yl)but-3-yn-2-ol

Participants

Reaction Conditions

Reaction Steps

1-(6-Bromopyridin-2-yl)prop-2-yn-1-one (840 mg, 4.00 mmol) was dissolved in THF (20 mL) and cooled to −78° C. Methylmagnesium chloride (3.0 M in THF, 1.60 mL, 4.80 mmol) was added dropwise. The mixture was allowed to warm to room temperature, quenched with saturated NH4Cl, and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried (MgSO4), and evaporated. Flash chromatography (0-50% EtOAc/hexanes) afforded the title compound as a yellow oil.

Provenance & Evidence