HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 68644152, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Bromomethyl)benzonitrile | HCID 86996 | — |
| Reactant | HCID 59513912 | HCID 59513912 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68644152 | HCID 68644152 | 60% |
Reaction Steps
A mixture of 4-[(3-hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-ylmethyl)-amino]-benzonitrile (1)* (404 mg, 1.5 mmol), α-bromo-p-tolunitrile (322 mg, 1.65 mmol), potassium carbonate (622 mg, 4.5 mmol) and DMF (10 mL) was stirred at room temperature under nitrogen atmosphere overnight. 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 (9:1) as eluant to give 4-{[3-(3-cyano-benzyloxy)-5-hydroxymethyl-2-methyl-pyridin-4-ylmethyl]-amino}-benzonitrile (2) (348 mg, 60% yield) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812037B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-158782dccae84ca0b7f96950b6e22ef2 |
| Source note | uspto-grants-2010_10 |