Dimethylformamide → HCID 86731564, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [(2R,5R)-5-ethynyl-2-methylpiperidin-1-yl][2-(2H-1,2,3-triazol-2-yl)phenyl]methanone (0.015 g, 0.051 mmol) in DMF (0.5 mL) under an atmosphere of nitrogen was added triethylamine (0.071 mL, 0.51 mmol), copper(I) iodide (2.9 mg, 0.015 mmol), and palladium tetrakis (5.9 mg, 0.0051 mmol). The reaction was heated to 100° C. for 17 h, then cooled to RT. Excess QuadraPure TU was added, and after 1 h, the solids were removed via filtration. The solution was subjected to purification via reverse phase HPLC to provide the [(2R,5R)-2-methyl-5-(pyridin-2-ylethynyl)piperidin-1-yl][2-(2H-1,2,3-triazol-2-yl)phenyl]methanone which gave a high resolution mass spectrum (ES+) m/z of 372.1812, calculated for M+H+ [C22H21N5O: 372.1819].

Provenance & Evidence