Hydrochloric Acid → 5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid

HRID 624852

Reaktionsgleichung

Reaktionsgleichung von HRID 624852
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]#N)=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1.[OH-:20].[Na+].Cl.[OH2:23]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([OH:23])=[O:20])=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 710874595-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonitrile

Produkt 1

HCID 710876985-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acidAusbeute 70 %

Versuchsvorschrift

A solution of 5-cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonitrile (0.08 g, 0.3 mmol) and NaOH (0.05 g, 1.2 mmol) in H2O (10 mL) was stirred for 2 hours at 90° C. The pH was adjusted to 3 with 1 M HCl. The mixture was extracted with ethyl acetate (3×10 mL), dried over Na2SO4, concentrated under reduced pressure and purified by column chromatography to give the title compound (0.06 g, 70%) as yellow solid; MS (EI): m/e=272.1 [M+H]+.

Aufarbeitung

  1. extractionThe mixture was extracted with ethyl acetate (3×10 mL)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-8d5110287c3d4247a08d122e9b5a7ab1
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303012B2

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