Potassium Cyanide → (1-[(tert-butoxycarbonyl)oxy]-6-methoxy-1H-indazol-3-yl)acetonitrile

HRID 1011479Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1011479
[C-:1]#[N:2].[K+].[C:4]([O:8][C:9]([O:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=2)[C:14]([CH2:23]Br)=[N:13]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]>O.C(O)C>[C:4]([O:8][C:9]([O:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=2)[C:14]([CH2:23][C:1]#[N:2])=[N:13]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 231171601-[(tert-butoxycarbonyl)oxy]-6-methoxy-3-bromomethyl-1H-indazole

Produkt 1

HCID 23117149(1-[(tert-butoxycarbonyl)oxy]-6-methoxy-1H-indazol-3-yl)acetonitrileAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

KCN (5.73 g, 88 mmol) in 23 ml of H2O was added dropwise at 0° C. to 1-[(tert-butoxycarbonyl)oxy]-6-methoxy-3-bromomethyl-1H-indazole (10.5 g, 30.08 mmol) in 80 ml of ethanol and stirred at room temperature for 1 h 30. The mixture was poured into water, and extracted with ethyl acetate. The organic layer was dried over Na2SO4. Concentration and precipitation in diisopropyl ether gave the expected product (4.42 g, 50% as solid).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationConcentration and precipitation in diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b952ceb660fd41b99443940072e48c7d
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977364B2

Notizen zur Reaktion

Wird geladen…