Sodium Carbonate → HCID 22461192, compound

Participants

Reaction Steps

A mixture of 3-bromoaniline (0.48 g), N-tert-butyloxycarbonyl-2-pyrrole-boronic acid (0.6 g), sodium carbonate (0.91 g), tetrakis-(triphenylphosphine) palladium (1.3 g) in DME (30 mL) and water (5 mL) was heated under reflux under argon for 16 h. The reaction mixture was allowed to cool to room temperature and poured into water. It was then extracted with ethyl acetate. The organic layer was washed with brine, dried (sodium sulfate) and evaporated in vacuo. Repeated suction silica gel chromatography eluting with ethyl acetate in hexane (from 10% to 50%, 10% increments) gave desired product as an amber solid (0.3 g).

Provenance & Evidence