Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68818235 | HCID 68818235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68817735 | HCID 68817735 | 97% |
Reaction Steps
To the stirred solution of 125 mg of tert-butyl trans-2-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclohexanecarboxylate in 4 mL of N,N-dimethylformamide was added 133 mg of potassium carbonate, followed by 68 mg of iodomethane. The suspension was stirred at room temperature over night. After removal of the volatile material in vacuo, 80 ml of ethyl acetate was added. The organic phase was washed with water and saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The residue was to provide 121 mg (97% yield) of tert-butyl trans-2-[methyl({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]cyclohexanecarboxylate after flash column chromatography eluting with ethyl acetate/hexane (3:7). MS: 525.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595327B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-4576abd6e72b482093af7dc0f0aedc39 |
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| Source note | uspto-grants-2009_09 |
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