(2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol → 2-(5-Methylthiazol-2-yl)isonicotinaldehyde

HRID 594296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594296
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([CH2:13][OH:14])[CH:10]=[CH:9][N:8]=2)=[N:4][CH:3]=1>ClCCCl.O=[Mn]=O>[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([CH:10]=[CH:9][N:8]=2)[CH:13]=[O:14])=[N:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 69084104(2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol

Produkt 1

HCID 866956202-(5-Methylthiazol-2-yl)isonicotinaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A solution of (2-(5-methylthiazol-2-yl)pyridin-4-yl)methanol (1.910 g; 9.26 mmol) in anh. DCE (80 ml) was treated with MnO2 (4.025 g; 46.30 mmol), and the resulting mixture was heated 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-(5-methylthiazol-2-yl)isonicotinaldehyde as an off-white solid. LC-MS (conditions A): tR=0.65 min.; [M+H]+: 205.35 g/mol.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-b54819fc474c4e8cace0e9fd001506fd
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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