HCID 178514512, Verbindung → 2-(2,6-dichloro-4-fluorophenyl)-2H-pyrazolo[4,3-c]pyridine

HRID 626700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626700
[N:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1/[CH:10]=[N:11]/[C:12]1[C:17]([Cl:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=1[Cl:20])=[N+]=[N-]>C1(C)C=CC=CC=1>[Cl:20][C:13]1[CH:14]=[C:15]([F:19])[CH:16]=[C:17]([Cl:18])[C:12]=1[N:11]1[CH:10]=[C:5]2[CH:6]=[N:7][CH:8]=[CH:9][C:4]2=[N:1]1

Komponenten

3

Edukt 1

HCID 178514512HCID 178514512, Verbindung

Produkt 1

HCID 696716762-(2,6-dichloro-4-fluorophenyl)-2H-pyrazolo[4,3-c]pyridineAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

A mixture of [1-(4-azidopyridin-3-yl)meth-(E)-ylidene]-(2,6-dichloro-4-fluorophenyl)amine (2.09 g, 6.75 mmol) in toluene (20 mL) was heated to 105° C. for 45 minutes. The reaction was cooled and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (50-100% ethyl acetate in cyclohexane) to afford the title compound as a yellow solid (1.60 g, 84% yield). 1H NMR (300 MHz, CDCl3): δ 9.38 (s, 1H), 8.45-8.30 (m, 2H), 7.70 (d, J=6.5 Hz, 1H), 7.32 (d, J=7.7 Hz, 2H).

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was purified by silica gel flash chromatography (50-100% ethyl acetate in cyclohexane)

Quellen und Nachweise

ORD-Eintrag
ord-3c1d8c49400741bfb6e25eb3a5341fd7
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309240B2

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