HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(3-methoxy-4-(pyrimidin-2-yloxy)phenyl)picolinamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Picolinoyl Chloride Hydrochloride | HCID 135033 | — |
| Edukt | 3-Methoxy-4-(pyrimidin-2-yloxy)aniline | HCID 62110961 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-methoxy-4-(pyrimidin-2-yloxy)phenyl)picolinamide | HCID 42645238 | 19,1% |
Reaktionsschritte
According to Scheme 3 Step 3: Picolinoyl chloride hydrochloride (1.33 mmol, 256 mg) and Et3N (2.67 mmol, 0.37 mL) were added sequentially to a solution of 3-methoxy-4-(pyrimidin-2-yloxy)aniline (0.89 mmol, 193 mg) in DCM (3 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. The organic phase was washed with a saturated solution of NaHCO3. The aqueous phase was extracted with AcOEt. The organic phase was washed with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over C18 column using water/ACN (70:30) as eluent to afford N-(3-methoxy-4-(pyrimidin-2-yloxy)phenyl)picolinamide (0.17 mmol, 55 mg, 19%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524726B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-a7f5fcf130d348a486c01d6789d738a7 |
| Quellennotiz | uspto-grants-2013_09 |