Cesium carbonate → HCID 67143268, compound

Participants

Reaction Steps

Cesium carbonate (97 mg, 0.317 mmol) and (S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (20 mg, 0.0317 mmol) were added to a solution of 7-chloro-1-isobutyl-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine (50 mg, 0.211 mmol) prepared in Step 2, tris(dibenzylideneacetone)dipalladium (0) (11 mg, 0.0106 mmol), and 4-methylbenzylamine (40 ml, 0.317 mmol) in anhydrous toluene (1.1 ml). The reaction mixture was refluxed for 40 hours and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=15/85, v/v). The resulting product was dissolved in ethyl acetate, saturated with hydrochloric acid gas, and then filtered to give 15 mg of the titled compound as a white solid. (Yield: 21%).

Provenance & Evidence