Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 54005958 | HCID 54005958 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | HCID 22126044 | HCID 22126044 | 63% |
Reaction Steps
To a solution of 2-{2-[7-chloro-3-(5-chlorothiophen-2-yl)-6-iodo-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (612 mg in 15 ml methylsulfoxide) was added 34 mg [1,1'-bis(diphenylphosphino)ferrocene)dichloropalladium (II) followed by 410 mg potassium acetate and the mixture heated to 60° C. under an atmosphere of carbon monoxide. After 5.5 hours, the mixture was cooled to room temperature and partitioned between ethyl acetate and 0.5N hydrochloric acid and extracted. The organic portion was dried over sodium sulfate and the concentrate purified by flash chromatography on silica gel (ethyl acetate:hexane, 20:80; then 30:70; then 40:60; then 50:50) to give the title compound (337 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06150522 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-9b1baccfd5d3433a94b344efdf844a54 |
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| Source note | uspto-grants-2000_11 |
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