Hydrochloric Acid → HCID 22406803, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-benzyloxy-6-methoxy-1-[1-(4-trifluoromethoxyphenyl)cyclobutyl]-1,2,3,4-tetrahydroisoquinoline (4.1 g, prepared in a similar manner to that described in Example RC18), 37-40% aqueous formaldehyde solution (4.4 ml), acetonitrile (90 ml) and sodium cyanoborohydride (2.32 g) was stirred at 5° C. for 15 minutes, then neutralised with glacial acetic acid and stirred for a further 16 hours. The mixture was poured into dilute aqueous sodium hydroxide solution and extracted with ethyl acetate. The extracts yielded a gum which was dissolved in ether and treated with hydrogen chloride to give 7-benzyloxy-6-methoxy-2-methyl-1-[1-(4-trifluoromethoxyphenyl)cyclobutyl]-1,2,3,4-tetrahydroisoquinoline as the hydrochloride salt.

Provenance & Evidence