Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 2-DI-Tert-Butylphosphino-2,4,6-Triisopropylbiphenyl | HCID 66849835 | — |
| Edukt | 4-[5-Chloro-2-(2-fluoro-4-methanesulfonyl-phenyl)-pyridin-4-ylethynyl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 67973679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | HCID 67973596 | HCID 67973596 | — |
Reaktionsschritte
A mixture of 4-[5-chloro-2-(2-fluoro-4-methanesulfonyl-phenyl)-pyridin-4-ylethynyl]-piperidine-1-carboxylic acid tert-butyl ester (208 mg), potassium hydroxide (70 mg), Pd2(dibenzylidenactone)3*CHCl3 complex (10 mg), and 2-di-tert-butylphosphino-2,4,6-triisopropylbiphenyl (14 mg) in a mixture of 1,4-dioxane (4 mL) and water (2 mL) is heated under an argon atmosphere in an oil bath at 110° C. for 1 h. The reaction mixture is mixed with water and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1) to give the title compound. LC (method 7): tR=1.41 min; Mass spectrum (ESI+): m/z=475 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08669271B2 |
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| Quelldatensatz | uspto-grants-2014_03 |
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| ORD ID | ord-b5f1c460181749a4ad799a04265f0a3c |
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| Quellennotiz | uspto-grants-2014_03 |
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