HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86662611, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(Bromomethyl)pyridine hydrobromide | HCID 12707037 | — |
| Reactant | HCID 59547990 | HCID 59547990 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86662611 | HCID 86662611 | — |
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 (166 mg, 0.509 mmol) and then 3-(bromomethyl)pyridine hydrobromide (89 mg, 0.352 mmol, Aldrich) at ambient temperature under nitrogen. The resulting yellow suspension was stirred for 3 h. 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 (65 mg) as a yellow solid; LCMS: (System 4) MH+=489, tRET=2.25 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399436B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-f8cdde9b227049108c122eb32a7ccfb5 |
| Source note | uspto-grants-2013_03 |