Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 70873949 | HCID 70873949 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70913288 | HCID 70913288 | 75.1% |
Reaction Steps
To a stirred solution of methyl 2-bromo-3-(cyclopentylamino)benzoate (1.4 g, 4.69 mmol) in acetonitrile (10 mL), cesium carbonate (3 g, 9.2 mmol) and methyl iodide (3.38 g, 23.3 mmol) were added and the resulting reaction mixture heated at 80° C. for 12 h. On completion, the mixture was cooled to room temperature and filtered and the residue was washed with ethyl acetate. The filtrate was concentrated and purified by column chromatography to afford methyl 2-bromo-3-(cyclopentyl(methyl)amino)benzoate (1.1 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376422B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-9adfb1c8316248d4b38e2dc3a2a413f8 |
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| Source note | uspto-grants-2016_06 |
|---|