Water → 3-Benzyl-5-cyano-2-ethyl-7-methylimidazo[4,5-b]pyridine

HRID 1492623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1492623
[CH2:1]([N:8]1[C:12]2=[N:13][C:14](Br)=[CH:15][C:16]([CH3:17])=[C:11]2[N:10]=[C:9]1[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([Cu])#[N:22].O.[C-]#N.[K+]>N1C=CC=CC=1.CCOC(C)=O>[CH2:1]([N:8]1[C:12]2=[N:13][C:14]([C:21]#[N:22])=[CH:15][C:16]([CH3:17])=[C:11]2[N:10]=[C:9]1[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 9032Potassium CyanideHCID 193856613-Benzyl-5-bromo-2-ethyl-7-methylimidazo[4,5-b]pyridineHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 193856163-Benzyl-5-cyano-2-ethyl-7-methylimidazo[4,5-b]pyridineAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 620 mg(1.8 mmol) of the product of Step D and CuCN (806 mg, 9.0 mmol) was heated in pyridine (4 mL) at reflux for 10 hours under nitrogen. The reaction was cooled, then water (50 mL), KCN (1.17 g), and EtOAc (20 mL) were added and the mixture was heated to 50° C. for 5 min. Cooling and extraction with EtOAc (2×50 mL) gave 467 mg of the title compound as a tan solid.

Aufarbeitung

  1. temperatureat reflux for 10 hours under nitrogen
  2. temperatureThe reaction was cooled
  3. temperatureCooling
  4. extractionextraction with EtOAc (2×50 mL)

Quellen und Nachweise

ORD-Eintrag
ord-dddbc3e033c44e6c892233a9d7625412
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05374638

Notizen zur Reaktion

Wird geladen…