Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 2758015 | — |
| Edukt | 2-Bromo-5-nitro-3-phenylpyridine | HCID 86657253 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Toluene methanol | HCID 21867641 | — |
| Produkt | 2-Methoxy-5-nitro-3-phenylpyridine | HCID 46315021 | 60,3% |
Reaktionsschritte
A mixture of 2-bromo-5-nitro-3-phenylpyridine (0.72 mmol, 0.2 g), 2-cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.86 mmol, 0.16 ml), Pd(PPh3)4 (0.04 mmol, 0.05 g), K2CO3 (2 mmol, 0.28 g) in a toluene/methanol 4:1 mixture (10 ml) was heated at 100° C. for 30 minutes in a microwave, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The solid residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 2-methoxy-5-nitro-3-phenylpyridine (0.1 g, yield 55%) of an unexpected product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08536165B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-ebc150936cc34ef7a10e84ebc7820aa0 |
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| Quellennotiz | uspto-grants-2013_09 |
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