Binap, (A+-)- → HCID 12016227, compound

Participants

Reaction Steps

In a sealed pressure tube under a argon atmosphere, 3-bromo-5-(4-methoxyphenoxy)pyridine (2.37 g, 1.20 mmol), (1S,4S)-N-(tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane (0.21 g, 1.00 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.02 g, 0.02 mmol, 2,2′-bis(diphenylphosphino)-1,1′-binapthyl (0.025 g, 0.04 mmol), sodium tert-butoxide (0.20 g, 2.0 mmol) and toluene (12 mL) was stirred at 80° C. for 24 h. The reaction mixture was dissolved in saturated aqueous sodium chloride solution (20 mL) and then extracted with diethyl ether (3×30 mL). The combined diethyl ether extracts were washed with saturated aqueous sodium chloride solution (20 mL), dried (Na2SO4), filtered and concentrated to a brown oil (0.37 g, 93%). The material was used without further purification.

Provenance & Evidence