反应详情

温度

85 °C

Tetrakis(triphenylphosphine)palladium(0) (95 mg), copper(I) iodide (31 mg) and triethylamine (200 mg) are added to a solution of tert-butyl 4-{4-[(trimethylsilyl)ethynyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (XI-1, 600 mg) and 1-bromonaphthalene (375 mg) in degassed N,N-dimethylformamide. After heating to 85° C., tetra-n-butylammonium fluoride (1M in THF, 1.81 ml) is added dropwise. The reaction mixture is then diluted with water and extracted with ethyl acetate. The organic extracts are dried over sodium sulphate and concentrated under reduced pressure. After chromatographic purification, this gives tert-butyl 4-[4-(naphthalen-1-ylethynyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (576 mg).

1. extractionextracted with ethyl acetate
2. dry with materialThe organic extracts are dried over sodium sulphate
3. concentrationconcentrated under reduced pressure
4. customAfter chromatographic purification