HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(5-Fluoropyridin-2-yl)pivalamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Pivaloyl chloride | HCID 62493 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-Amino-5-fluoropyridine | HCID 2737701 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(5-Fluoropyridin-2-yl)pivalamide | HCID 22293237 | 76,6% |
Reaktionsschritte
To a 0° C. solution of 2-amino-5-fluoropyridine (1.00 g, 8.92 mmol) and triethylamine (1.35 g, 13.4 mmol) in dichloromethane (30 mL) was added trimethylacetyl chloride (1.29 g, 10.7 mmol) and DMAP (0.11 g, 0.89 mmol). The solution was allowed to warm to room temperature. After 4 h, saturated aqueous NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered and concentrated and the residue purified by silica gel chromatography (5%→40% EtOAc/hexanes) to give the title compound (1.34 g). MS 197.3 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07534784B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-bb8e3ed0f801405fb54792c8e3b8b9e9 |
| Quellennotiz | uspto-grants-2009_05 |