Triethylamine → HCID 86674888, compound

Participants

Reaction Steps

To a solution of 6-chloro-2-iodo-pyridin-3-ol (1.00 g) in N,N-dimethylformamide (10 mL) copper (I) iodide (120 mg), Pd(PPh3)2Cl2 (140 mg), and triethylamine (550 μL) are added. The mixture is stirred at room temperature for 1 h. A solution of 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester (860 mg) in N,N-dimethylformamide (3 mL) is added and the resulting mixture is stirred at 70° C. over night. After cooling to room temperature the mixture is concentrated and chromatographed on silica gel (ethyl acetate/cyclohexane 25:75) to give the title compound. Yield: 241 mg (18% of theory); LC (method 2): tR=1.41 min; Mass spectrum (ESI+): m/z=337 [M+H]+.

Provenance & Evidence