HCID 178514518, Verbindung → 2-(4-Bromo-2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine

HRID 626801Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626801
[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:18]([Cl:19])=[CH:17][C:16]([Br:20])=[CH:15][C:14]=1[Cl:21])=[N+]=[N-]>C1(C)C=CC=CC=1>[Br:20][C:16]1[CH:17]=[C:18]([Cl:19])[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]([Cl:21])[CH:15]=1

Komponenten

3

Edukt 1

HCID 178514518HCID 178514518, Verbindung

Produkt 1

HCID 696717852-(4-Bromo-2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridineAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of [1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]-(4-bromo-2,6-dichlorophenyl)amine (˜60 mmol) in toluene (200 mL) was heated at 105° C. for 2 hours. The resultant mixture was cooled to room temperature and concentrated under reduced pressure. The residue was triturated with diethyl ether and the solid obtained was collected by filtration and dried to afford the title compound (14.5 g, 67% yield over two steps). 1H NMR (400 MHz, DMSO-d6): δ 9.25 (d, J=2.7 Hz, 1H), 9.20 (d, J=2.6 Hz, 1H), 8.28 (dd, J=3.8, 0.5 Hz, 1H), 8.19 (s, 2H).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was triturated with diethyl ether
  3. customthe solid obtained
  4. filtrationwas collected by filtration
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9997b47a75ec42a0bffd133255ac0633
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309240B2

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