Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86719550 | HCID 86719550 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86719549 | HCID 86719549 | 25.2% |
Reaction Steps
To a stirred solution of 5-chloro-3-(cycloheptylamino)-2-methylbenzoate (0.8 g, 2.70 mmol) in dry DMF (10 mL), cesium carbonate (1.76 g, 5.4 mmol) and ethyl iodide (2.11 g, 13.5 mmol) were added and the resulting reaction mixture heated at 80° C. for 18 h. On completion, the mixture was cooled to room temperature and filtered, the residue washed with ethyl acetate and the filtrate concentrated before purification by column chromatography to afford the desired methyl 5-chloro-3-(cycloheptyl(ethyl)amino)-2-methylbenzoate (0.220 g, 25%).
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-44f5932e58734d69a598f6eeb4d6ac2b |
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| Source note | uspto-grants-2016_06 |
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