HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 2-chloro-6-methylpyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-6-methylnicotinic acid | HCID 121724 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-chloro-6-methylpyridine-3-carboxylate | HCID 13055804 | 95% |
Reaction Steps
2-Chloro-6-methyl-nicotinic acid (3.58 g, 20.86 mmol) was dissolved in DMF (34 mL). MeI (5.8 mL, 93.88 mmol) and K2CO3(7.78 g, 56.33 mmol) were added thereto, and the mixture was stirred at room temperature for 2 hours. The reactant was distilled under reduced pressure to remove the solvent and extracted with EtOAc. The organic layer was dried with MgSO4, filtered and concentrated under reduced pressure. The obtained residue was purified by column chromatography (eluent EtOAc/Hex=1/2) to obtain the title compound (3.68 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-fbfad6ac0e674b76aae3f5c4101743e1 |
| Source note | uspto-grants-2016_09 |