Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Phenylbenzyl chloride | HCID 15463 | — |
| Reactant | N-Cyclopropyl-N-4-piperidinylbenzenesulfonamide | HCID 2735904 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57664592 | HCID 57664592 | 18.4% |
Reaction Steps
N-Cyclopropyl-N-piperidin-4-yl-benzenesulfonamide (56 mg, 0.2 mmol) was dissolved in DMF (2.5 ml) and triethylamine (75 μL, 54 mg, 0.54 mmol) added, followed by 4-chloromethyl-biphenyl (81 mg, 0.4 mmol). The reaction mixture was stirred for 12 hours at 80° C. and the solvent was evaporated. The residue was purified by flash chromatography to give 16.4 mg of the desired product N-cyclopropyl-N-[1-(4-phenylbenzyl)piperidin-4-yl]benzenesulfonamide (16). 1H NMR (CDCl3): δ 7.92-7.85 (m, 1H), 7.63-7.31 (m, 9H), 7.30-7.25 (m, 4H), 3.93-3.83 (m, 1H), 3.54 (s, 2H), 3.00-2.89 (m, 2H), 2.14-1.89 (m, 5H), 1.66-1.49 (m, 2H+H2O), 1.04-0.97 (m, 2H), 0.81-0.72 (m, 2H). LC: 98%. MS (EI): m/z 447 (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-61151663966f4a2c9c1e0af943cca3ec |
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| Source note | uspto-grants-2015_04 |
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