HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → 3-Methyl-5-nitro-2-phenylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 2-Bromo-3-methyl-5-nitropyridine | HCID 5200466 | — |
| Lösungsmittel | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Produkt | 3-Methyl-5-nitro-2-phenylpyridine | HCID 46315057 | 97% |
Reaktionsschritte
In a schlenck tube, a mixture of 2-bromo-3-methyl-5-nitropyridine (4.6 mmol, 1.0 g), phenylboronic acid (4.6 mmol, 0.560 g), PdCl2dppf.DCM (0.47 mmol, 0.4 g), Cs2CO3 (13.8 mmol, 4.5 g) in a dioxane/water 4:1 mixture (18 ml) was heated at 100° C. for 14 hours, 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 3-methyl-5-nitro-2-phenylpyridine (0.95 g, yield 97%) as major product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536165B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-6712a36184ac4dfaa445b8e584cf2b21 |
| Quellennotiz | uspto-grants-2013_09 |