Dimethylamine → HCID 59003120, compound

Participants

Reaction Steps

Combine isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate (0.075 g, 0.119 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.003 g, 0.0029 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (0.006 g, 0.012 mmol), sodium tert-butoxide (0.029 g, 0.298 mmol) and dimethylamine (0.071 mL, 0.143 mmol, 2.0 M in THF) in toluene (0.5 mL) in a 10 mL microwave vessel and irradiate at 110° C. for 20 min (50 W). Add a large excess of dimethylamine (2 mL, 4 mmol, 2.0 M in THF) and irradiate at 110° C. for 20 min. Dilute the cooled mixture with ethyl acetate (25 mL) and filter through Celite. Remove the filtrate solvent under reduced pressure and purify the residue using chromatography on silica gel, eluting with hexanes/ethyl acetate (60:40), to provide the title compound as an off-white solid (0.037 g, 52%): ESI MS 594 (M+H).

Provenance & Evidence