Dimethylformamide → HCID 57549752, compound

Participants

Reaction Conditions

Reaction Steps

n-Butyllithium (2.5M in hexanes,1.2 mL) was added to a solution of intermediate (26a) (1.0 g, 2.8 mmol) and N,N,N′,N′-tetramethylethylenediamine (0.5 mL, 3.1 mmol) in THF (8 mL) at −78° C. DMF (0.3 mL, 3.4 mmol) was added after 3 minutes. The mixture was stirred at −78° C. for 1 hour. The mixture was allowed to warm to room temperature over 30 minutes. Saturated aq. NH4OH (1 mL) was added and the mixture was concentrated in vacuo. The mixture was extracted with DCM (2×30 mL) and 0.5M PO3H4 (10 mL). The combined organic fractions were washed with sat. aq. NaHCO3 (20 mL), dried over Na2SO4, filtered, and concentrated in vacuo. Silica gel chromatography (EtOAc:hexane) afforded intermediate (26b) (600 mg).

Provenance & Evidence