Water → 1-[2-(1H-Imidazoyl)ethyl]-3-phenyl-1H-pyrazolo[4,3-c]pyridine

HRID 258087Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 258087
[C:1]1([C:7]2[C:11]3[CH:12]=[N:13][CH:14]=[CH:15][C:10]=3[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClCC[N:19]1[CH:23]=[CH:22][N:21]=[CH:20]1.[C:24]([O-:27])([O-])=O.[K+].[K+].O.[C:31](OCC)(=O)[CH3:32]>CN(C)C=O>[NH:21]1[CH:22]=[CH:23][N:19]=[C:20]1[C:24]([CH2:31][CH2:32][N:9]1[C:10]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8]1)=[O:27]

Komponenten

7

Edukt 5

HCID 962WaterHCID 8857Ethyl AcetateHCID 11430Potassium Carbonate2×HCID 27575041-(2-Chloroethyl)imidazole2×HCID 138011253-Phenyl-1H-pyrazolo[4,3-c]pyridine

Produkt 1

HCID 199304931-[2-(1H-Imidazoyl)ethyl]-3-phenyl-1H-pyrazolo[4,3-c]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-Phenyl-1H-pyrazolo[4,3-c]pyridine (2.93 g) was suspended in 30 ml of N,N-dimethylformamide to which 1-(2-chloroethyl)imidazole (2.15 g) and K2CO3 (2.3 g) had been added. This mixture was stirred and warmed at 90° for 2 hours and then an additional 0.20 g of 1-(2-chloroethyl)imidazole and 0.2 g of K2CO3 were added. After an additional 45 minutes, the reaction mixture was distributed between H2O and ethyl acetate and the organic phase was washed with water. Evaporation and trituration with ether gave 2.15 g of product after recrystallization from CH2Cl2 -pentane, mp 123°-125°.

Aufarbeitung

  1. additionhad been added
  2. temperaturewarmed at 90° for 2 hours
  3. washthe organic phase was washed with water
  4. customEvaporation and trituration with ether

Quellen und Nachweise

ORD-Eintrag
ord-6a4dc4231a9f47f289fae809b6ac5f97
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05264576

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