Ethyl chloroformate → HCID 21474143, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-N-methyl-1,2,5,6-tetrahydropyridine (1.24 g, 3.82 mmol) in 100 mL of dry toluene, and added ethyl chloroformate (0.91 mL, 9.54 mmol) via syringe. Heated at 80° C. for 46 hours under a nitrogen atmosphere. Cooled to room temperature, and added 1N NH4OH. Extracted with ether. Purified crude product by flash chromatography on silica gel eluting with 10% EtOAc-CH2Cl2. Combined appropriate fractions, and evaporated to give 0.39 g (27% yield) of ethyl 4-(8-chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-1,2,5,6- tetrahydropyridinecarboxylate as an oil. mass spectrum: (Cl, CH4) m/e 383 (M+1) ##STR48##

Provenance & Evidence