Water → HCID 19873417, compound

Participants

Reaction Steps

The amide, Hexahydro-1-[4-(methylsulfonylamino)phenylacetyl]-1H-azepine from Preparation 21 (2.8 g, 9.03 mmol) is reduced with 1.1 g of lithium aluminum hydride in 100 ml of tetrahydrofuran for 2 days at room temperature. The suspension is cooled; a saturated solution of sodium potassium tartrate is carefully added and then water. The solids are filtered and washed with tetrahydrofuran. The combined filtrates are evaporated. The residue is suspended in sodium bicarbonate and extracted with methylene chloride. The organic layer is washed with water, dried and evaporated. The residue is chromatographed on silica gel eluting 10% methanol-0.5% ammonium hydroxide-methylene chloride to yield the title compound, an oil. The MS had M/Z 296 (M+).

Provenance & Evidence