Benzophenone imine → HCID 57893610, compound

Participants

Reaction Conditions

Reaction Steps

Combine 4-(6-chloro-pyridin-2-yloxy)-cis-2-methyl-piperidine-1-carboxylic acid tert-butyl ester isomer 2 (preparation 48, 0.725 g), benzhydrylideneamine (0.482 g), racemic-2,2′-bis(diphenylphosphino)-1,1′binaphthyl (55 mg) and sodium t-butoxide (0.299 g) in toluene (20 mL) and heat at 100° C. After 10 min., add tris(dibenzylidineacetone)-dipalladium(0) (41 mg) and heat at 100° C. After 2.5 hr., partition between ethyl acetate-hexane (1:4) and saturated aqueous NaCl, dry over anhydrous sodium sulfate, evaporate and purify on a 10 g silica gel column eluting with dichloromethane-2M NH3 in methanol, gradient) to give the crude title compound (1.19 g). Mass spectrum (electrospray): m/z=472 (M+1).

Provenance & Evidence