Piperidine → HCID 66930899, compound

Participants

Reaction Steps

A solution of 1,1-dimethylethyl 2-(4-bromophenyl)-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (may be prepared as described in Description 12) (150 mg, 0.38 mmol), piperidine (76 μl, 0.76 mmol), [2′-(dicyclohexylphosphanyl)-2-biphenylyl]dimethylamine (24 mg, 0.06 mmol), tris(dibenzylideneacetone)dipalladium(0) (174 mg, 0.20 mmol), and sodium tert-butoxide (73 mg, 0.76 mmol) in dioxan (4.5 ml) was heated at 120° C. in the microwave (normal absorption) for 30 min. The reaction mixture was diluted with methanol and then purified by SCX, eluting with methanol and then 2M ammonia/methanol. The basic fractions were combined and solvent evaporated in vacuo. The crude product was purified by column chromatography on silica gel, eluting with a mixture of ethyl acetate in hexane (0-50%) to afford the title compound. MS (ES+) m/e 397 [M+H]+.

Provenance & Evidence