Cesium carbonate → HCID 57656015, compound

Participants

Reaction Steps

Couple 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (15 g, 35.3 mmol), with 4-methoxybenzylamine (13.7 mL, 106 mmol) using tris(dibenzylideneacetone)-dipalladium(0) (1.62 g, 1.76 mmol), BINAP (4.40 g, 3.5 mmol) and cesium carbonate (16.1 g, 49.4 mmol) at 80° C. for 17 h. Filter the mixture through a pad of Celite® and evaporate the filtrate. Dissolve the residue in DCM and filter through a pad of silica gel. Evaporate the filtrate and purify by chromatography on silica gel eluting with hexane/EtOAc (1:0 to 2:3) to give the desired intermediate as a white solid (12.4 g, 86%). MS (ES+) m/z: 412 (M+H)+.

Provenance & Evidence