Sodium Carbonate → HCID 45275350, compound

Participants

Reaction Steps

To a solution of 1-(5-bromo-2-chloropyrimidin-4-yl)piperidine-4-carboxamide E31 (0.10 g, 0.31 mmol), benzene boronic acid (46 mg, 0.38 mmol) and tetrakis(triphenylphosphine)palladium(0) (20 mg, 5 mol %) in DME (8 mL) was added a 0.5 M solution of sodium carbonate. The mixture was heated at relfux for 22 h, then cooled to r.t. and purified on an SCX-2 cartridge (MeOH, followed by 0.5 M NH3 in MeOH). The crude product was purified by chromatography on silica gel (CH2Cl2, MeOH, 98:2) to furnish the title compound as a white solid (58 mg, 59%), m/z 317 (100%, MH+); m/z (ESI) C16H18BrClN4O requires 317.1165 found [M+H]+ 317.1161.

Provenance & Evidence