Sodium Iodide → 2-[2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepin-6-yl]-acetamide

Participants

Reaction Steps

To a suspension of 0.04 g 2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1,4,5,6,7,8-hexahydro-imidazo[4,5-d]azepine hydrochloride in 5 ml acetonitrile were added 0.017 mg 2-bromoacetamide, 0.026 mg sodium carbonate and 0.018 mg sodium iodide. The mixture was refluxed for 17 hours, silicagel was added and the solvent was distilled off. The residue was transferred to a column prefilled with silicagel and was chromatographed with dichloromethane/methanol 95:5. Product containing fractions were further purified by chromatography on aluminium oxide with dichloromethane/methanol 95:5 to 4:1 to yield 0.015 g (34%) 2-[2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepin-6-yl]-acetamide as yellow solid; M.p.: 299–302° C.; MS (ISP): m/e 443 (M+H+).

Provenance & Evidence