Hydrochloric Acid → 4-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid

HRID 1255869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1255869
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[N:9][C:10]3[N:11]([N:13]=[CH:14][C:15]=3[C:16]3[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=3)[CH:12]=2)[CH:4]=[N:3]1.[OH-].[K+].Cl>CO>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[N:9][C:10]3[N:11]([N:13]=[CH:14][C:15]=3[C:16]3[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=3)[CH:12]=2)[CH:4]=[N:3]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68776382methyl 4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoate

Produkt 1

HCID 687753784-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of methyl 4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoate (0.5 g, 1.5 mmol) in methanol (7.0 mL) was treated with 1M potassium hydroxide in methanol (6.0 mmol, 6.0 mL) and the resulting solution was heated to 60° C. for 48 hours. The reaction was cooled to room temperature and treated with conc. HCl and evaporated to dryness. The solids were washed with water, filtered and dried in vacuo to give 4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid as a yellow solid: LC/MS [M+H]=320.0

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. customevaporated to dryness
  3. washThe solids were washed with water
  4. filtrationfiltered
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-22724975370247ed9f9201066da1d7d0
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461162B2

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