tert-Butanol → [6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-carbamic acid tert-butyl ester

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Reaction Steps

A mixture of 650 mg (2.42 mmol) 6-chloro-4-(2-chloro-phenyl)-nicotinic acid, 0.54 ml (2.42 mmol) diphenylphosphoryl azide, 0.34 ml (2.42 mmol) triethylamine and 8 ml tert-butanol was heated at reflux for 1 h. Cooling to room temperature was followed by evaporation of the solvent in vacuo. The residue was dissolved in ethyl acetate and washed with saturated aqueous ammonium chloride solution, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried with sodium sulfate and concentrated. Column chromatography gave 695 mg (85%) of the title compound as a white solid.

Provenance & Evidence