Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-(4-Pyridyl)piperazine | HCID 70517 | — |
| Reactant | HCID 54312453 | HCID 54312453 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 17915734 | HCID 17915734 | 44.4% |
Reaction Steps
5-(6-Bromonaphth-2-ylsulphonyl)-2-methoxycarbonylbenzoic acid(97 mg) was dissolved in dichloromethane (1 ml.). Oxalyl chloride (126 mg) was added and the mixture stirred at ambient temperature for 1 hour. The mixture was evaporated to give a solid which was redissolved in dichloromethane (1 ml) and added to a solution of N-(4-pyridyl)piperazine (34 mg) and triethylamine (108 mg) in dichloromethane (2 ml). After stirring for 2 hours at ambient temperature the mixture was diluted with ethyl acetate (100 ml), washed with water (2×25 ml), dried (MgSO4) and evaporated to give an oil, which was further purified by chromatography (Mega Bond Elut column, eluted with dichloromethane containing an increasing proportion of methanol, 0-5%) to give 1-[5-(6-bromonaphth-2-ylsulphonyl)-2-methoxycarbonylbenzoyl]-4-(4-pyridyl)piperazine (55 mg);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173025B1 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-95f4b55bbb1e4cf4911745e9e171b0d5 |
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| Source note | uspto-grants-2007_02 |
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