Sodium Hydroxide → 2-(4-Fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinic acid

HRID 1908274Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1908274
[F:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:4][N:5]([C:7]2[N:17]=[CH:16][CH:15]=[CH:14][C:8]=2[C:9]([O:11]CC)=[O:10])[CH:6]=1.[OH-].[Na+]>CO>[F:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:4][N:5]([C:7]2[N:17]=[CH:16][CH:15]=[CH:14][C:8]=2[C:9]([OH:11])=[O:10])[CH:6]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 67238757ethyl 2-(4-fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinate

Produkt 1

HCID 672390012-(4-Fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinic acidAusbeute 90,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To ethyl 2-(4-fluoro-3-phenyl-1H-pyrazol-1-yl)nicotinate (1.49 g, 4.79 mmol) in methanol (40 ml) 8.5 ml of an aqueous 2 m NaOH-solution (17 mmol) was added dropwise at 10° C., and the mixture was stirred for 2 h at room temperature and then for 3 h at 65° C. After completion of the reaction the mixture was concentrated under reduced pressure, dissolved in water and acidified using 2 n HCl. The precipitate formed was filtered off, washed with water and dried to give 1.23 g of a white amorphous solid; ESI-MS [M+H]+: 284.1.

Aufarbeitung

  1. waitfor 3 h at 65° C
  2. customAfter completion of the reaction the mixture
  3. concentrationwas concentrated under reduced pressure
  4. dissolutiondissolved in water
  5. customThe precipitate formed
  6. filtrationwas filtered off
  7. washwashed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2c44cc29812d48248647ce317ed06064
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598211B2

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