4-Methylmorpholine → HCID 19871177, compound

Participants

Reaction Steps

To a solution of 1.80 g of 3-aminoquinuclidine and 1.5 g of N-methylmorpholine in 3 ml of chloroform is added a solution of 5.0 g of 6-chloro-4-(4-fluorobenzyl)-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid chloride in 20 ml of chloroform under cooling and stirring followed by stirring for 4 hours. The resultant solution is washed with water, aqueous sodium hydrogen carbonate and then water, and dried over magnesium sulfate. After the solvent is distilled off under reduced pressure, the residue is purified with column chromatography using chloroform as an eluent and treated with ethanolic hydrochloric acid to give 6-chloro-4-(4-fluorobenzyl)-3,4-dihydro-2-methyl-3-oxo-N-(3-quinuclidinyl)-2H-1,4-benzoxazine-8-carboxamide hydrochloride monohydrate, melting at 117°-119° C. with decomposition.

Provenance & Evidence