Dimethylformamide → HCID 68580039, compound

Participants

Reaction Steps

A solution of ethyl 4-bromo-2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylate (Intermediate 222) (1.3 g, 2.9 mmol), Zn(CN)2 (250 mg, 2.2 mmol), tris(dibenzylidineaceetone)dipalladium(0) (125 mg, 0.13 mmol) and 1,1′-bis(diphenylphosphino) ferrocene (151 mg, 13 mmol) in 20 ml DMF under argon was heated at 130° C. for 1 hour in a microwave reactor. Solvent was removed and the residue was taken up in EtOAc and washed with water and brine. Drying (MgSO4) and removal of solvent gave an oil that was chromatographed on silica gel (DCM followed by gradient elution to 5% MeOH in DCM) to give 1.9 g of product as a yellow solid.

Provenance & Evidence