Pyridine → HCID 67187050, compound

Participants

Reaction Conditions

Reaction Steps

0.071 g of 2,2-difluoro-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-quinoline], 0.03 ml of pyridine and 8.4 ml of dichloromethane are placed in a 50 ml round-bottomed flask under a nitrogen atmosphere. 0.17 ml of a 20% solution of phosgene in toluene is added at 0° C. and then the reaction mixture is left stirring at 0° C. for ½ hour and at ambient temperature for one hour. 0.05 ml of triethylamine and 0.044 g of 4-(pyrrolidin-3-yl)-1H-pyrazole dihydrochloride are subsequently added at 0° C. and the reaction mixture is stirred for eighteen hours and then concentrated under reduced pressure. The residue is chromatographed on silica gel eluted with a 5% mixture of methanol in dichloromethane. 0.038 g of 2,2-difluoro-1′-{[3-(1H-pyrazol-4-yl)pyrrolidin-1-yl]carbonyl}-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-quinoline] is obtained.

Provenance & Evidence