Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 43714396 | HCID 43714396 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86719541 | HCID 86719541 | 85.7% |
Reaction Steps
To a stirred solution of methyl 3-(cyclopentylamino)-2-methylbenzoate (2.2 g, 9.44 mmol) in acetonitrile (20 mL) was added cesium carbonate (6.13 g, 18.8 mmol) and methyl iodide (6.7 g, 47.2 mmol). The resulting mixture was heated at 80° C. for 12 h. On completion, the mixture was cooled to room temperature and filtered, washing with ethyl acetate. The filtrate was concentrated and then purified by column chromatography to afford methyl 3-(cyclopentyl(methyl)amino)-2-methylbenzoate (2 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09376422B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-e44dc7394a7041e0b27b2a4ad4cd0880 |
|---|
| Source note | uspto-grants-2016_06 |
|---|