Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isobutyl iodide | HCID 10556 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86721862 | HCID 86721862 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86721863 | HCID 86721863 | 60% |
Reaction Steps
To a mixture of C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol) and K2CO3 (464 mg, 3.4 mmol) in dimethylformamide (5 mL) was added 1-iodo-2-methylpropane (584 μL, 5.0 mmol). The mixture was heated at 100° C. in microwave reactor for 3 hours. Water was added and the reaction extracted with EtOAc, washed with brine, dried with Na2SO4, concentrated and purified by silica gel column chromatography (0-50% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-N-isobutyl-methanesulfonamide (423 mg, 1.0 mmol, 60%). LCMS (m/z, Method A) ES+ 415.8 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09302985B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-668c4c329c744e1180d717e9b074ff4b |
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| Source note | uspto-grants-2016_04 |
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