HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 2-(benzyloxy)isonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 2-(Benzyloxy)pyridine-4-carboxylic acid | HCID 22926272 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(benzyloxy)isonicotinate | HCID 22926252 | 97.7% |
Reaction Steps
To a suspension of 2-(benzyloxy)isonicotinic acid (12.6 g) and potassium hydrogencarbonate (8.3 g) in N,N-dimethylformamide (180 mL) was added dropwise iodomethane (4.8 mL) under ice-cooling, and then stirred at room temperature for 7 hours. The reaction solution was diluted with water, and extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride (×3), and then dried over anhydrous sodium sulfate and concentrated to give the title compound as a brown oil (13.07 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253178B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-b1fb28f39a8a44aeb437aa620db3eb4e |
| Source note | uspto-grants-2007_08 |