Hydrochloric Acid → HCID 25134175, compound

Participants

Reaction Steps

To a solution of methyl 4-[(2,3-dihydro-4H-1,4-benzoxazin-4-ylcarbonyl)amino]adamantane-1-carboxylate obtained in Example 35 (a mixture of Compounds 35a and 35b, 474 mg) in tetrahydrofuran (6 ml), 1M aqueous sodium hydroxide (6 ml) was added and heated under reflux for 3 hours. After cooling at room temperature, the reaction mixture was adjusted to pH 1 to 2 by dropwise addition of 1M aqueous hydrochloric acid under ice cooling, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The desiccant was filtered off and the solvent was distilled off under reduced pressure to give an isomer mixture of the titled compounds (a mixture of Compounds 36a and 36b, 469 mg) as a light-pink powder.

Provenance & Evidence