Sodium Azide → HCID 178521662, compound

Participants

Reaction Steps

Heat 7-chloro-6-phenylethynyl-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (100 mg, 0.26 mmol) and sodium azide (69 mg, 1.06 mmol) in anhydrous DMSO (5.3 mL) for 5.5 h. Cool the mixture, add brine and extract ten times with dichloromethane. Dry the combined organic extracts over Na2SO4, filter and evaporate onto silica gel. Purify by chromatography on silica gel eluting with hexane/EtOAc (1:0 to 2:3 gradient) to obtain the desired intermediate (43 mg, 39%). MS (ES+) m/z: 421 (M+H)+.

Provenance & Evidence