Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1,1'-Biphenyl)-4-sulphonyl chloride | HCID 74192 | — |
| Reactant | HCID 21939779 | HCID 21939779 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 21940019 | HCID 21940019 | 59% |
Reaction Steps
6-[(N,N-Dimethylamino)methyl]-7,8-dihydro-2-naphthalenamine (200 mg, 0.72 mmol) obtained in Example 41-2) was dissolved in acetonitrile (30 ml). Triethylamine (0.401 ml, 2.88 mmol) and [1,1′-biphenyl]-4-sulfonylchloride (200 mg, 0.79 mmol) were added to the solution under ice-cooling, which was stirred for 3 hours. The reaction mixture was concentrated. Ethyl acetate and water were added to the residue, and extraction was conducted. The ethyl acetate layer was concentrated, and the residue was purified by alumina column chromatography (development solvent; ethyl acetate: n-hexane=33:67). 4N Hydrogen chloride-ethyl acetate solution was added to the resulting oily substance, which was concentrated. The residue was recrystallized from methanol-ethyl acetate, to give the titled compound (194 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07115750B1 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-cabec7ab783c4e05910f1ccb51d70e5d |
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| Source note | uspto-grants-2006_10 |
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