Cesium carbonate → HCID 86646900, compound

Participants

Reaction Steps

To a solution of 2,6-difluoro-N-(1-{[4-hydroxy-2-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)benzamide (for a preparation see Example 36)(100 mg, 0.252 mmol) in DMSO (1 ml) was added cesium carbonate (165 mg, 0.506 mmol) and then 4-(bromomethyl)pyridine hydrobromide (90 mg, 0.356 mmol, Aldrich) under nitrogen at ambient temperature. The resulting dark green suspension was then stirred for 7 h. A further amount of cesium carbonate (161 mg, 0.494 mmol) and then 4-(bromomethyl)pyridine hydrobromide (90 mg, 0.356 mmol, Aldrich) was added to the reaction mixture and stirred overnight. The mixture was filtered using a hydrophobic frit and the filtrate diluted with methanol (1 ml). The filtrate was purified by MDAP on Sunfire C18 column using Acetonitrile-Water with a TFA modifier (Method C). The solvent was evaporated in vacuo to give the title compound as a brown gum (44 mg);

Provenance & Evidence