Pyridine → HCID 68826778, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-fluorobenzoyl chloride (0.106 mol, 12.7 mL) in 50 ml of anhydrous dichlorometane was added dropwise to an ice-cold suspension of 1-ethyl 5-methyl 3-amino-thieno[3,2-c]pyrazole-1,5-dicarboxylate (0.071 mol, 19.1 g) in 100 mL of anhydrous dichlorometane and 114.0 mL of pyridine (1.412 mol). The resulting suspension was stirred at 5° C., for 5 hours. The crude was concentrated under vacuum and diluted with dichloromethane. The organic layer was washed with hydrochloric acid 1. N, sodium hydroxide 1 N, brine and dried over Na2SO4. The filtrate was evaporated to dryness to give a yellow solid, which was purified by flash chromatography, over silica gel, using hexane/ethyl acetate (4:1) as eluent, to afford the title compound as a pale yellow solid (19.6 g, 68%).

Provenance & Evidence