HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloroethane → 1-Ethyl-4-(3-cyano-4-fluorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloroethane | HCID 6337 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-(3-Cyano-4-fluorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile | HCID 59763246 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-Ethyl-4-(3-cyano-4-fluorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile | HCID 69042556 | — |
Reaktionsschritte
To a solution of 4-(3-cyano-4-fluorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile (1 eq), from Synthetic Example 1, in DMF was added either NaH or Cs2CO3 (1.2 eq) at 0° C. After 30 min, ethyl chloride was introduced. The reaction mixture was stirred at rt overnight, and quenched with brine. The reaction mixture was extracted with EtOAc, washed with brine, and dried. Concentration followed by flash chromatography gave 1-ethyl-4-(3-cyano-4-fluorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile. 1H-NMR (400 MHz, DMSO-D6): δ=7.86 (dd, 1H), 7.69 (m, 1H), 7.55 (t, 1H), 4.57 (s, 1H), 3.12 (q, 2H), 2.1 (s, 6H), 1.4 (t, 3H) ppm.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08198456B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-69f6b9f24fd540fa94884e5aada17ec3 |
| Quellennotiz | uspto-grants-2012_06 |