HCID 178499177, Verbindung → 4-(4-Methylbenzamido)-1H-pyrazole-5-carboxylic acid

HRID 1012112Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1012112
C[O:2][C:3]([C:5]1[C:9]([NH:10][C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[CH:8][NH:7][N:6]=1)=[O:4]>[OH-].[Na+].CO>[CH3:18][C:15]1[CH:14]=[CH:13][C:12]([C:11]([NH:10][C:9]2[C:5]([C:3]([OH:4])=[O:2])=[N:6][NH:7][CH:8]=2)=[O:19])=[CH:17][CH:16]=1

Komponenten

3

Edukt 1

HCID 178499177HCID 178499177, Verbindung

Produkt 1

HCID 1784258454-(4-Methylbenzamido)-1H-pyrazole-5-carboxylic acidAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23721981Sodium hydroxide methanolLösungsmittel

Versuchsvorschrift

A mixture of 4-(4-methyl-benzoylamino)-1H-pyrazole-3-carboxylic acid methyl ester (486 mg) in 2 M aqueous NaOH/MeOH (1:1, 50 ml) was stirred at ambient temperature for 14 h. Volatile materials were removed in vacuo, water (100 ml) added and the mixture taken to pH 5 using 2M aqueous HCl. The resultant precipitate was collected by filtration and dried through azeotrope with toluene to afford 4-(4-methyl-benzoylamino)-1H-pyrazole-3-carboxylic acid as a gray solid (345 mg). (LC/MS: Rt 2.35, [M+H]+ 246.09).

Aufarbeitung

  1. customVolatile materials were removed in vacuo, water (100 ml)
  2. additionadded
  3. filtrationThe resultant precipitate was collected by filtration
  4. dry with materialdried through azeotrope with toluene

Quellen und Nachweise

ORD-Eintrag
ord-901c7a0f6d5a4467ad5b1f2978ede50c
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977477B2

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