Dimethylformamide → HCID 59186683, compound

Participants

Reaction Conditions

Reaction Steps

A solution of EXAMPLE 1E in dichloromethane (20 mL) was treated with oxalyl chloride (0.305 mL, 3.50 mmol) and a drop of DMF, stirred for 6 hours at room temperature, and concentrated. The resulting residue was dissolved in dichloromethane (20 mL), cooled to 0° C., treated with aqueous NH3 (3 mL), stirred for 6 hours, and partitioned between ethyl acetate and saturated aqueous sodium chloride. The organic layer was separated and the aqueous layer was extracted with ethyl acetate three times. The combined organic layers were dried (MgSO4) and filtered. Concentration of the filtrate gave the desired product as a residue that was utilized directly in the next step without further purification. MS

Provenance & Evidence