HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 68008682, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68008777 | HCID 68008777 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68008682 | HCID 68008682 | 73% |
Reaction Steps
Iodomethane (0.4 mL, 6.39 mmol) was added to a suspension of 3-chloro-5-phenoxymethyl-pyridine-2-carboxylic acid (265 mg, 1.92 mmol) and K2CO3 (265 mg, 1.92 mmol) in DMF (15 mL) in a sealed tube. The mixture was stirred at RT for 16 h. The solvent was evaporated in vacuo and the mixture was diluted with H2O and extracted with EtOAc. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in DCM 0/100 to 70/30). The desired fractions were collected and the solvents evaporated in vacuo to yield 3-chloro-5-phenoxymethyl-pyridine-2-carboxylic acid methyl ester (258 mg, 73%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853237B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-36283885000345ee82b2ec8d381ced06 |
| Source note | uspto-grants-2014_10 |