Cesium carbonate → HCID 86629672, compound

Participants

Reaction Steps

Use a method similar to the General Procedure 5-2 to couple 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (96 mg, 0.225 mmol) with 4-(3,3-dimethyl-butyryl)-3-fluoro-benzylamine (105 mg, 0.45 mmol) by using tris(dibenzylideneacetone)dipalladium(0) (41 mg, 0.045 mmol), BINAP (56 mg, 0.09 mmol) and cesium carbonate (103 mg, 0.315 mmol) in anhydrous toluene (15 mL). Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1) to give 7-chloro-6-[4-(3,3-dimethyl-butyryl)-3-fluoro-benzylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as a yellow oil (54 mg, 49%). MS (ES+) m/z: 499 (M+H)+.

Provenance & Evidence