HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dibromoethane → 6-(3-Methoxy-phenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dibromoethane | HCID 7839 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | HCID 178489941 | HCID 178489941 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-(3-Methoxy-phenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazole | HCID 67422973 | 61,1% |
Reaktionsschritte
5-(3-Methoxy-phenyl)-4-pyridin-4-yl-2H-pyrazole-3-thiol (630 mg, 2.22 mmol) was dissolved in dry DMF (22 mL) under nitrogen atmosphere. Solid potassium carbonate (1.5 g, 11.1 mmol, 5 eq) was added followed by 1,2-dibromoethane (0.192 mL, 2.22 mmol, 1 eq) and the suspension was stirred at room temperature overnight. The reaction mixture was then concentrated under reduced pressure, diluted with ethyl acetate and washed with saturated aqueous NaHCO3 and brine. The organic layer was dried over Na2SO4 and concentrated to dryness to give 420 mg (61% over two steps) of crude 6-(3-methoxy-phenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazole which was used without further purification in the following step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524707B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-4c0ef89d3b0b41639c930e4c95a53739 |
| Quellennotiz | uspto-grants-2013_09 |