Dimethylformamide → HCID 19775327, compound

Participants

Reaction Steps

Oxalyl chloride (200 μl) was added to a solution of 2-[N-(4-carboxybenzyl)-N-methylamino]-1-diphenylmethoxy-2-methylpropane hydrochloride (300 mg -- see Example 43) in methylene chloride containing two drops of dimethylformamide and the mixture was stirred at room temperature for 30 minutes. Ammonia was then bubbled through the stirred solution for 30 minutes which was then diluted with methylene chloride, washed with 10% aqueous sodium hydroxide solution, dried over magnesium sulphate and evaporated. The residue was dissolved in ether and the solution was treated with excess saturated ethereal hydrogen chloride. The resulting precipitated oil was collected, washed with ether and dried to give the title compound as a colourless foam which was characterised as containing 0.75 molar equivalents of water (63 mg, 23%).

Provenance & Evidence