Dimethylformamide → HCID 86678201, compound

Participants

Reaction Conditions

Reaction Steps

To toluene (3 mL) were added dropwise, at −78° C., n-butyllithium (2.6 mol/L solution in n-hexane, 0.94 mL, 2.43 mmol) and a solution of compound BC1 (575 mg, 2.21 mmol) in toluene (2 mL). The mixture was stirred at −78° C. for 30 minutes. To the resulting suspension, THF (2 mL) was added and the mixture was stirred at −78° C. for 30 minutes. DMF (0.51 mL, 6.63 mmol) was added and the mixture was stirred for 30 minutes allowing the temperature to gradually rise to room temperature. A saturated aqueous ammonium chloride solution and water were added to the mixture and extraction with ethyl acetate was performed. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and filtered. The solvent was evaporated from the filtrate under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1) to give compound BF1 (149 mg, 32% yield).

Provenance & Evidence