Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 70873958 | HCID 70873958 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86719571 | HCID 86719571 | 96.6% |
Reaction Steps
To a stirred solution of methyl 5-chloro-3-((cyclopentylmethyl)amino)-2-methylbenzoate (1.0 g, 3.5 mmol) in acetonitrile (10 mL), cesium carbonate (2.3 g, 7.1 mmol) and methyl iodide (5.0 g, 35 mmol) were added. The mixture was heated at 80° C. for 12 h. cooled to room temperature and filtered. The residue was washed with ethyl acetate and the filtrate was concentrated and then purified by column chromatography to afford the title compound (1.0 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09376422B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-f3646a5ae06242ed8c589836e1624106 |
|---|
| Source note | uspto-grants-2016_06 |
|---|