HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58636873, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Reactant | HCID 178432807 | HCID 178432807 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58636873 | HCID 58636873 | 23.2% |
Reaction Steps
A mixture of 5-hydroxymethyl-2-methyl-pyridine-3,4-diol (4.0 g, 35.8 mmol), α-bromo-m-tolunitrile (8.8 g, 44.8 mmol) and cesium carbonate (15.6 g, 47.8 mmol) was stirred in DMF (20 mL) for 150 minutes. The reaction mixture was evaporated to dryness, and the crude product purified by column chromatography on silica gel using a gradient of dichloromethane:methyl alcohol (1:0 to 19:1) as eluant to give product 3-[4-(3-cyano-benzyloxy)-5-hydroxymethyl-2-methyl-pyridin-3-yloxymethyl]-benzonitrile (161) (2 g, 20% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812037B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-37fc19d39d88481f9057fc5c8bfe47ac |
| Source note | uspto-grants-2010_10 |