HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → 2-Cyclopropyl-4-methoxy-5-nitropyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Cyclopropylboronic acid | HCID 2760897 | — |
| Edukt | 2-Chloro-4-methoxy-5-nitropyridine | HCID 44119673 | — |
| Katalysator | HCID 178418807 | HCID 178418807 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Cyclopropyl-4-methoxy-5-nitropyridine | HCID 86717599 | 29,9% |
Reaktionsschritte
A mixture of 2-chloro-4-methoxy-5-nitropyridine (1.6 g, 8.48 mmol), cyclopropylboronic acid (1.458 g, 16.97 mmol), PdCl2(dppf)-CH2Cl2 adduct (1.386 g, 1.697 mmol), cesium carbonate (8.29 g, 25.5 mmol), and 1,4-Dioxane (15 mL) were heated using the microwave at 140° C. for 10 minutes. The reaction mixture was purified by normal phase chromatography (ISCO, 120 g silica, 0-3% methanol/DCM) to afford 2-cyclopropyl-4-methoxy-5-nitropyridine as a red solid (492 mg, 28%). MS (m/z) 195.0 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09187464B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-e36e9ffca7724bfbb6da5706df8dac70 |
| Quellennotiz | uspto-grants-2015_11 |