Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | (R)-2-amino-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene | HCID 53960413 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53642694 | HCID 53642694 | — |
Reaction Steps
To an ice-cooled solution of (R)-2-amino-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (99 mg, 0.40 mmol) and triethylamine (83 μL, 0.42 mmol) in methylene chloride (20 mL) was added dropwise 3-phenylpropionyl chloride (72 mg, 0.42 mmol) in methylene chloride (5 mL). After the addition, the reaction was allowed to stir at ambient temperature for 15 min and then washed with water. The phases were separated and the organic phase was dried (Na2SO4), filtered and evaporated in vacuo to give a crude product which was purified on a silica gel column using chloroform/ethanol saturated with NH3 (100:4) as the eluent. Yield: 120 mg (61%) of the title compound as white crystals: mp 184-186° C.; [α]21D +6.5° (c 1.0, chloroform); EIMS (70 eV) m/z (relative intensity) 374 (54, M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410530B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-35cec030fced4cc888b5941f729dd84b |
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| Source note | uspto-grants-2002_06 |
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