(2-(1H-Pyrazol-1-YL)pyridin-4-YL)methanol → 2-(1H-pyrazol-1-yl)isonicotinaldehyde

HRID 594255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594255
[N:1]1([C:6]2[CH:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][N:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1>ClCCCl.O=[Mn]=O>[N:1]1([C:6]2[CH:11]=[C:10]([CH:9]=[CH:8][N:7]=2)[CH:12]=[O:13])[CH:5]=[CH:4][CH:3]=[N:2]1

Komponenten

4

Edukt 1

HCID 61256684(2-(1H-Pyrazol-1-YL)pyridin-4-YL)methanol

Produkt 1

HCID 866956132-(1H-pyrazol-1-yl)isonicotinaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A solution of (2-(1H-pyrazol-1-yl)pyridin-4-yl)methanol (217 mg; 1.23 mmol) in anh. DCE (4 ml) was treated with MnO2 (861 mg; 9.91 mmol), and the resulting mixture was stirred at reflux, under nitrogen, for 1.5 h. After cooling to rt, the resulting reaction mixture was filtered over celite, and the separated solids were washed with DCM. The filtrate was concentrated to dryness under reduced pressure giving 2-(1H-pyrazol-1-yl)isonicotinaldehyde as a colorless solid. LC-MS (conditions C): tR=0.70 min.; [M+H]+: 173.76 g/mol.

Aufarbeitung

  1. temperatureat reflux, under nitrogen, for 1.5 h
  2. customthe resulting reaction mixture
  3. filtrationwas filtered over celite
  4. washthe separated solids were washed with DCM
  5. concentrationThe filtrate was concentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cc8bd2ae05df457fad3193ded08c17cb
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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