Binap, (A+-)- → HCID 68455920, compound

Participants

Reaction Steps

In a sealed pressure tube under an argon atmosphere, 3-bromo-5-(3-methoxyphenoxy)pyridine (0.53 g, 1.9 mmol), (1S,4S)-N-(tert-butoxycarbonyl)-2,5-diazabicyclo [2.2.1]heptane (0.469 g, 2.25 mmol), tris (dibenzylideneacetone)dipalladium(0) (0.050 g, 0.056 mmol), racemic-2,2′bis(diphenylphosphino)-1,1′binaphthyl (0.070 g, 0.11 mmol), sodium tert-butoxide (0.74 g, 7.5 mmol) and toluene (20 mL) was stirred at 70° C. for 24 h. The reaction mixture was poured into water (15 mL) and extracted with diethyl ether (3×30 mL). The combined diethyl ether extracts were dried (MgSO4), filtered and concentrated to a light-brown oil (1.3 g). The material was purified by chromatography on silica gel with ethyl acetate to gain a light-yellow oil (0.62 g, 83%).

Provenance & Evidence