Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 70872341 | HCID 70872341 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70872433 | HCID 70872433 | 71.6% |
Reaction Steps
To a stirred solution of methyl 5-bromo-3-((4-((tert-butoxycarbonyl)amino)cyclohexyl)amino)-2-methylbenzoate (1.5 g, 4.6 mmol) in acetonitrile (15 mL) was added cesium carbonate (2.63 g, 8.1 mmol) and methyl iodide (2.86 g, 20.32 mmol). The mixture was heated at 80° C. for 7 h. On completion, the reaction was cooled to room temperature, filtered, and the residue was washed with ethyl acetate. The filtrate was concentrated to afford methyl 5-bromo-3-((4-((tert-butoxycarbonyl)amino)cyclohexyl)(methyl)amino)-2-methylbenzoate (1.5 g).
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-917987d9c4be40549e3b1b81f88ea8ed |
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| Source note | uspto-grants-2016_06 |
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