Hydrazine hydrate (1:1) → 4-chloro-1H-pyrazolo[4,3-c]pyridine

Reaktionsgleichung

[Cl:1][C:2]1[C:7]([CH:8]=O)=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.O.[NH2:12][NH2:13]>COCCOC>[Cl:1][C:2]1[C:7]2[CH:8]=[N:12][NH:13][C:6]=2[CH:5]=[CH:4][N:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 75 °C

Versuchsvorschrift

To a solution of 2,4-dichloropyridine-3-carbaldehyde (7.0 g) in DME (70 mL) was added hydrazine monohydrate (8.0 g) at room temperature. The reaction mixture was stirred overnight at 75° C., and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (4.0 g).

Aufarbeitung

concentrationconcentrated under reduced pressure
customThe residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether)

Quellen und Nachweise

ORD-Eintrag: ord-7f68ff6a687a4beabe077440bd05a565
Quelldatensatz: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09371320B2

Notizen zur Reaktion

Wird geladen…

Komponenten

Edukt 2

HCID 24654Hydrazine hydrate (1:1)

HCID 150539852,4-Dichloropyridine-3-carbaldehyde

Produkt 1

HCID 468356374-chloro-1H-pyrazolo[4,3-c]pyridineAusbeute 65,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel