Abstract
Bromination of N-(4-oxopentyl)phthalimide (3) leads to isomeric bromoketones 2a and 2e, which undergo cyclisation with formamidine in liquid ammonia to yield homohistamine (1a) and 5-methylhistamine (1e). Similarly racemic a-methyl-(1b) and 2-methylhomohistamine (1c) are synthesized. The resolution of 1b is achieved using (+)-and (-)-di-0-(4-toluoyl)tartaric acid. 1 are intermediates in the synthesis of impromidine like, H2 -histaminergic compounds.

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