N-Methyl dicyclohexylamine → HCID 70983307, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (6S,7S,E)-methyl 7-(4-bromothiazol-5-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate (0.217 g, 0.409 mmol), bis(tri-t-butylphosphine)palladium (0) (0.021 g, 0.041 mmol) and methyl dicyclohexylamine (0.096 mL, 0.450 mmol) in dioxane (10 mL) (degassed with nitrogen) was heated at 140° C. under microwave radiation for 1 h under nitrogen. The solvent was removed under vacuum and the product was purified by flash chromatography eluting with ethyl acetate in hexane from 0 to 45% to afford the desired product (53.4 mg, 29%), (M+H=451.20), as well as the isomerized product (double bond moved into the ring) (108.8 mg, 59%) as the major component.

Provenance & Evidence