Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | HCID 22492909 | HCID 22492909 | — |
| Reactant | Ethanol sodium ethoxide | HCID 23706232 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22492950 | HCID 22492950 | — |
Reaction Steps
To a suspension of 1-[4-[5-(4-iodophenyl)-1,3,4-thiadiazol-2-yl]phenyl]-4-(4-methylcyclohexyl)piperazine (2 g) in DMF (40 ml) was successively added ethyl formate (0.56 ml), dichlorobis(triphenylphosphine)palladium(II) (0.52 g) and 20% sodium ethoxide ethanol solution (4.43 ml) with stirring and the mixture was stirred at 40° C. for 2 hours. The reaction mixture was added diisopropyl ether (600 ml). The resulting precipitate was collected by filtration. The precipitate was dissolved THF (200 ml), insoluble materials were filtered off and solution was concentrated in vacuo. The resulting residue was washed with acetonitrile, and dried to give ethyl 4-[5-[4-[4-(4-methylcyclohexyl)-1-piperazinyl]phenyl]-1,3,4-thiadiazol-2-yl]benzoate (1.07 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06884774B2 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-ab64febad9a54cee84fea87e5c031566 |
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| Source note | uspto-grants-2005_04 |
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