Cesium carbonate → HCID 89741487, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 5-(4-iodo-phenyl)-oxazole-4-carboxylic acid ethyl ester (11.0 g, 32 mmol) in dry toluene (300 mL) was added 2,2-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (7.53 g, 35.2 mmol), Pd(AcO)2 (580 mg, 2.56 mmol), biphenyl-2-yldicyclohexylphosphine (0.9 g, 2.56 mmol) and Cs2CO3 (20.7 g, 64 mmol) under a nitrogen atmosphere at room temperature. The mixture was heated to 80° C. and stirred for 24 hrs. The solution was allowed to cool to room temperature and was then partitioned between water and EtOAc. The organic phase was dried over Na2SO4 and the solvent was removed to give the crude product. It was purified by silica gel column chromatography (PE/EtOAc=40/1˜10/1 to recover unreacted starting material; PE/EtOAc=8/1˜5/1 to yield the title compound (6.0 g, 43%) as a yellow solid.

Provenance & Evidence