Ammonia → HCID 70358231, compound

Participants

Reaction Steps

3.5 g (10 mmol) of 4-hydroxy-1-[(5-methoxybenzocyclobuten-1-yl)methyl]-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester hydrochloride in 50 ml of dioxan and 50 ml of 25% aqueous ammonia are heated in a bomb tube at 80° C., while stirring, for 48 hours. The reaction mixture is then extracted with trichloromethane; the extracts are washed with water, dried over sodium sulphate and concentrated under reduced pressure. The crude material is purified by chromatography, converted into the hydrochloride with hydrochloric acid and crystallised from methanol/diethyl ether. 4-amino-1-[(5-methoxybenzocyclobuten-1-yl)methyl]-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester hydrochloride alias 1-(5-methoxybenzocyclobuten-1-yl)methyl]-4-imino-piperidine-3-carboxylic acid ethyl ester hydrochloride of m.p. 184°-184.5° is obtained

Provenance & Evidence