Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Bromomethyl)-4-(propan-2-yl)benzene | HCID 47719 | — |
| Reactant | N-Cyclopropyl-N-4-piperidinylbenzenesulfonamide | HCID 2735904 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57664594 | HCID 57664594 | 19.5% |
Reaction Steps
N-Cyclopropyl-N-piperidin-4-yl-benzenesulfonamide (100 mg, 0.36 mmol) was dissolved in DMF (2.5 mL) and triethylamine (75 μL, 54 mg, 0.54 mmol) added, followed by 1-bromomethyl-4-isopropylbenzene (83.5 mg, 0.39 mmol). The reaction mixture was stirred for 12 hours at 80° C. and then the solvent was evaporated. The residue was purified by flash chromatography to give 29 mg of the title compound 17 as a yellow oil. 1H NMR (CDCl3): δ 7.88-7.83 (m, 2H), 7.59-7.47 (m, 3H), 7.21-7.14 (m, 4H), 3.89-3.78 (m, 1H), 3.45 (s, 2H), 2.95-2.88 (m, 3H), 2.03-1.84 (m, 5H), 1.51-1.44 (m, m, 2H), 1.23 (d, 6H, J=7.01 Hz), 1.01-0.93 (m, 2H), 0.79-0.69 (m, 2H). LC: 100%. MS (EI): m/z 413 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000174B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-ad4a2778eae1489facaabb5c87bb8bb0 |
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| Source note | uspto-grants-2015_04 |
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