Ammonium Hydroxide → HCID 23289881, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 4-(9-bromo-8-chloro-5,11-dihydro[1]benzoxepino[4,3-b]pyridin-1 1-ylidene)-1-piperidine-carboxylate (0.6 g, 1.29 mmol) in conc. HCl (5 ml) was stirred at 80° C. overnight. The reaction mixture was cooled to 0° C., basified with conc. NH4OH, and extracted with methylene chloride (2×100 ml). The organic layer was separated, washed with water (20 ml), dried (MgSO4), filtered and evaporated, yielding an oil which was chromatographed on silica gel and eluted with 10%methanol/ethylacetate containing 2% conc. NH4OH. The product, 4-(9-bromo-8-chloro-5,11-dihydro[1]benzoxepino[4,3-b]pyridin-11-ylidene)-piperidine (470 mg., 93% yield) was obtained as a white solid, m.p. 198-199° C.; MS (CI, M+H)=391; anal.: found: C, 55.32; H, 4.15; N, 7.12; C18H16BrClN2O requires: C, 55.19; H, 4.31; N, 7.15.

Provenance & Evidence