Cesium carbonate → (S)-(2,4-Dichlorobenzyl)-[1-(5-nitropyridin-2-yl)-pyrrolidin-3-yl]-amine

Participants

Reaction Conditions

Reaction Steps

Degas a mixture of (S)-(2,4-dichlorobenzyl)-pyrrolidin-3-ylamine (245 mg, 1 mmol), 2-bromo-5-nitropyridine (168 mg, 0.83 mmol) and cesium carbonate (404 g, 1.24 mmol) in dry toluene (2 mL) by bubbling nitrogen for 15 min. Add tris(dibenzylideneacetone)dipalladium (0) (15 mg, 0.016 mmol) and (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (18 mg, 0.024 mmol). Stir the resulting mixture at 90° C. overnight. Chromatograph on silica gel and concentrate to give the title compound (280 mg, 92%).

Provenance & Evidence