HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2,6-dichloro-4-methylnicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dichloro-4-methylpyridine-3-carboxylic acid | HCID 676121 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2,6-dichloro-4-methylnicotinate | HCID 46911843 | 98% |
Reaction Steps
To a solution of 5.0 g (24.3 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid in DMF (73 ml) were added 5.0 g (36.4 mmol) K2CO3 and 7.6 ml (121.3 mmol) iodomethane at 0° C. The reaction mixture was stirred at RT for 3 h and was subsequently poured into water. This mixture was extracted with EtOAc and the organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 19:1) provided 5.2 g (23.7 mmol, 98%) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278103B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-8d8b661bebc84fa59841e6542616827f |
| Source note | uspto-grants-2016_03 |