Hydrochloric Acid → 6-Methyl-2-(trifluoromethyl)-4-pyrimidinecarboxylic acid

HRID 19807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19807
C([O:3][C:4]([C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]([C:13]([F:16])([F:15])[F:14])[N:7]=1)=[O:5])C.[OH-].[Na+].Cl>O1CCOCC1>[CH3:12][C:10]1[N:9]=[C:8]([C:13]([F:16])([F:14])[F:15])[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:11]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67390769Ethyl 6-methyl-2-(trifluoromethyl)pyrimidine-4-carboxylate

Produkt 1

HCID 685635536-Methyl-2-(trifluoromethyl)-4-pyrimidinecarboxylic acidAusbeute 96,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.3 g (5.551 mmol) of 6-methyl-2-trifluoromethyl-pyrimidine-4-carboxylic acid ethyl ester were dissolved in 30 ml dioxane and treated with 11.1 ml (11.1 mmol) 1 N NaOH and stirred for 2 hours at RT. The reaction mixture was then treated with 11.1 ml (11.1 mmol) 1 N HCl and concentrated in vacuo. The resulting solid residue was then suspended in DCM-methanol, filtered-off, washed with additional DCM-methanol and the combined organic phases were then concentrated in vacuo, to yield 1.1 g (96%) of 6-methyl-2-trifluoromethyl-pyrimidine-4-carboxylic acid. MS: 205.1 (M−H)−.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. washfiltered-off, washed with additional DCM-methanol
  3. concentrationthe combined organic phases were then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-459cfe1fb36d45ed820e6d54d1064157
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745477B2

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