(4-Aminophenoxy)benzene → HCID 57708276, compound

Participants

Reaction Steps

A solution of tert-butyl 3-(6-chloropyrimidin-4-ylamino)piperidine-1-carboxylate (0.15 g, 0.48 mmol), 4-phenoxyaniline (0.089 g; 0.48 mmol), Pd(OAc)2 (0.010 g, 0.048 mmol), BINAP (0.014 g, 0.024 mmol) and Cs2CO3 (0.39 g, 1.2 mmol) in degassed toluene (toluene was purged with N2 for 15 min) was heated for 12 h at 100° C. under N2 atmosphere. The reaction mixture was cooled, was diluted with EtOAc (20 mL) and was washed with water (4 mL) and brine (2 mL) and was dried over Na2SO4. The crude product obtained was purified by column chromatography (SiO2, 230-400, chloroform/methanol: 99/1) to give tert-butyl 3-(6-(4-phenoxyphenylamino)pyrimidin-4-ylamino)piperidine-1-carboxylate (90 mg, 40.9%) as a light yellow solid.

Provenance & Evidence