Dimethylformamide → HCID 86668145, compound

Participants

Reaction Conditions

Reaction Steps

Oxalyl chloride (0.56 mL, 6.6 mmol) was added to anhydrous dichloromethane (50 mL), N,N-dimethylformamide (0.51 mL, 6.6 mmol) was added thereto at 0° C., and the mixture was stirred for 30 min at 0° C. To this reaction solution was added a mixture of 1-(1H-indol-5-yl)pyrazole-4-carboxylic acid ethyl ester (1.40 g, 5.47 mmol) obtained in Preparation 1 and dichloromethane (50 mL). The mixture was stirred under reflux for 1 h at room temperature, and the solvent was removed. Tetrahydrofuran (100 mL) and 20% aqueous ammonium acetate solution (100 mL) were added, which was then heated for 30 min while being stirred under reflux. After completion of the reaction, the reaction solution was cooled. Ethyl acetate was added and the mixture was washed with aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound.

Provenance & Evidence