HCID 178510122, Verbindung → 3-Chloro-5-fluoro-2-(7-fluoropyrazolo[4,3-c]pyridin-2-yl)-benzonitrile

HRID 626782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626782
[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1/[CH:11]=[N:12]/[C:13]1[C:20]([Cl:21])=[CH:19][C:18]([F:22])=[CH:17][C:14]=1[C:15]#[N:16])=[N+]=[N-]>C1(C)C=CC=CC=1>[Cl:21][C:20]1[C:13]([N:12]2[CH:11]=[C:5]3[CH:6]=[N:7][CH:8]=[C:9]([F:10])[C:4]3=[N:1]2)=[C:14]([CH:17]=[C:18]([F:22])[CH:19]=1)[C:15]#[N:16]

Komponenten

3

Edukt 1

HCID 178510122HCID 178510122, Verbindung

Produkt 1

HCID 696715683-Chloro-5-fluoro-2-(7-fluoropyrazolo[4,3-c]pyridin-2-yl)-benzonitrileAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 2-{[1-(4-azido-5-fluoropyridin-3-yl)-meth-(E)-ylidene]-amino}-3-chloro-5-fluorobenzonitrile (1.67 g, 5.25 mmol) in anhydrous toluene (25 mL) was heated under reflux for 4.5 hours. The resultant mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (0-5% methanol in DCM) to afford the title compound as a yellow solid (1.41 g, 93% yield). LCMS (Method C): RT=2.71 min, m/z: 291 [M+H+].

Aufarbeitung

  1. temperatureunder reflux for 4.5 hours
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by silica gel flash chromatography (0-5% methanol in DCM)

Quellen und Nachweise

ORD-Eintrag
ord-514e778e05a64fccaa7634d7029e9b2d
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309240B2

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