Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl alpha-diazobutanoate | HCID 54069416 | — |
| Edukt | HCID 178438592 | HCID 178438592 | — |
| Katalysator | Acetic acid, rhodium(2+) salt | HCID 21674 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 178438626 | HCID 178438626 | 72,1% |
Reaktionsschritte
A mixture of 4′-{[4-(trans-4-hydroxycyclohexyl)-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl]methyl}biphenyl-2-carbonitrile (0.87 g), rhodium(II) acetate (dimer) (0.0084 g) and toluene (10 mL) was heated to 80° C. under an argon atmosphere, a solution of 2-diazobutyric acid ethyl ester (1.0 g) in toluene (10 mL) was added dropwise, and the mixture was stirred at 80° C. for 30 min. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.78 g, 71%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09115136B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-55ae4487eede4d998f5a6219e5403919 |
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| Quellennotiz | uspto-grants-2015_08 |
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