Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Ethyl 4-(piperazin-1-yl)benzoate | HCID 2761178 | — |
| Reactant | HCID 53981212 | HCID 53981212 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69677648 | HCID 69677648 | 74.8% |
Reaction Steps
To a mixture of cesium carbonate (1.43 g), palladium(II) acetate (35 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (146 mg) in dioxane (6 ml) was successively added trifluoromethanesulfonic acid 4′-(cis-2,6-dimethylmorpholin-4-yl)-1,1′-biphenyl-4-yl ester (1.30 g) and ethyl 4-piperazinylbenzoate (0.88 g) in a stream of nitrogen. The mixture was stirred at ambient temperature for 30 minutes and at 100° C. for further 6.5 hours. After cooling to room temperature, water was added to the reaction mixture. The resulting precipitates were filtered, washed with water and dried. The residue was pulverized with acetone and collected by filtration to give 4-[4-[4′-(cis-2,6-dimethylmorpholin-4-yl)-1,1′-biphenyl-4-yl]piperazinyl]benzoic acid ethyl ester (1.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06884868B1 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-aec4320a6b22499f92b87ea19675e134 |
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| Source note | uspto-grants-2005_04 |
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