1-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid → 5-Methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylic acid

HRID 1748598Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1748598
Br[C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([OH:16])=[O:15])[CH:10]=[N:9]2)=[N:6][CH:7]=1>CN(C)C=O.[C].[Pd]>[CH3:13][C:12]1[N:8]([C:5]2[CH:4]=[CH:3][CH:2]=[CH:7][N:6]=2)[N:9]=[CH:10][C:11]=1[C:14]([OH:16])=[O:15]

Komponenten

4

Edukt 1

HCID 653475861-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

Produkt 1

HCID 167776245-Methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylic acidAusbeute 106,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 1-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid (30 mg) described in Reference Example 24 in N,N-dimethylformamide (1 ml) was added 10% palladium carbon (containing about 50% water) (10 mg) at room temperature, and stirred at the same temperature for 30 minutes under hydrogen atmosphere. After completion of the reaction, the reaction solution was filtered through Celite, then the solvent was evaporated in vacuo, azeotropically concentrated together with toluene to give the titled compound (23 mg) as a white solid.

Aufarbeitung

  1. customAfter completion of the reaction
  2. filtrationthe reaction solution was filtered through Celite
  3. customthe solvent was evaporated in vacuo
  4. concentrationazeotropically concentrated together with toluene

Quellen und Nachweise

ORD-Eintrag
ord-3282666ea7814e558169ab2525ffbf40
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150555B2

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