5-cyano-2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid → 2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

HRID 2401174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2401174
[C:1]([C:3]1[CH:4]=[C:5]2[C:11](C(O)=O)=[C:10]([C:15]([F:18])([F:17])[F:16])[NH:9][C:6]2=[N:7][CH:8]=1)#[N:2]>O.CN1CCCC1=O>[F:18][C:15]([F:16])([F:17])[C:10]1[NH:9][C:6]2=[N:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=[C:5]2[CH:11]=1

Komponenten

4

Edukt 1

HCID 671123375-cyano-2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid2×

Produkt 1

HCID 671115072-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrileAusbeute 61,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

5-Cyano-2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (Intermediate 3, 2.49 g, 9.76 mmol) was dissolved in water (36 mL) and N-methyl-2-pyrrolidone (48 mL). The resulting mixture was heated at 120° C. for 18 hours. The reaction mixture was allowed to cool to room temperature and diluted with water. The resulting precipitate was collected by filtration, washed with water and dried under high vacuum at 40° C. for 5 hours to give the title compound as a white solid (1.26 g);

Aufarbeitung

  1. temperatureto cool to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried under high vacuum at 40° C. for 5 hours

Quellen und Nachweise

ORD-Eintrag
ord-2f28891b36df4361b27dfb5b76c5c03b
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796283B2

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