Morpholine → HCID 59003214, compound

Participants

Reaction Conditions

Reaction Steps

Combine tris(dibenzylideneacetone)dipalladium (0) (0.031 g, 0.034 mmol), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphyl (0.064 g, 0.102 mmol) and sodium t-butoxide (0.045 g, 0.470 mmol) in toluene (2 mL) and purge this suspension with nitrogen at room temperature for 5 min. Add morpholine (0.033 mL, 0.369 mmol) followed by isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate (0.200 g, 0.336 mmol) and heat this mixture at 80° C. under nitrogen for 1 h. Cool the reaction mixture to room temperature, dilute the mixture with dichloromethane, filter through Celite, and concentrate under reduced pressure. Chromatograph the residue over silica gel, eluting with hexanes/ethyl acetate (20:1 to 1:2), to provide the title compound as an off-white solid (0.130 g, 64%): APCI MS 603 (M+H).

Provenance & Evidence