Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | 3-(4,4,6-Trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine | HCID 67290828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 56966203 | HCID 56966203 | 42.1% |
Reaction Steps
To a stirred mixture of 3-(4,4,6-trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine (150 mg, 0.56 mmol) and pyridine (90 mg, 1.14 mmol) in dichloromethane (6 mL) was added 4-fluoro-benzenesulfonyl chloride (120 mg, 0.62 mmol) under nitrogen. The resultant mixture was stirred overnight. The reaction mixture was diluted with dichloromethane, washed with water (twice), saturated brine, and dried over magnesium sulfate. Magnesium sulfate was removed by filtration, and after evaporation, the residue was purified on chromatography column (silica gel, petroleum ether: ethyl acetate=10:1) to afford 100 mg of 4-fluoro-N-[3-(4,4,6-trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-benzenesulfonamide as yellow solid (Yield: 42%). MS (ESI+APCI) M+1=425.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546427B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-271830f8cdcf437380b588e95bf6da1d |
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| Source note | uspto-grants-2013_10 |
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