Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 70873993 | HCID 70873993 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70873789 | HCID 70873789 | 61.2% |
Reaction Steps
To a stirred solution of methyl 5-bromo-2-chloro-3-(cyclopentylamino)benzoate (0.550 g, 1.65 mmol) in acetonitrile (20 mL) was added cesium carbonate (1.08 g, 3.31 mmol) and methyl iodide (1.17 g, 8.25 mmol). The reaction mixture was heated at 80° C. for 12 h. On completion, the reaction mixture was cooled to room temperature and filtered. The residue was washed with ethyl acetate and the filtrate was concentrated and purified by column chromatography to afford methyl 5-bromo-2-chloro-3-(cyclopentyl(methyl)amino)benzoate (0.350 g, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09376422B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-8a449209f42e4dd79db41c31330b5174 |
|---|
| Source note | uspto-grants-2016_06 |
|---|