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Sodium Hydroxide → [3-Methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetic acid

HRID 2068479
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2068479
[OH-].[Na+].C[O:4][C:5](=[O:25])[CH2:6][C:7]1[C:8]([CH3:24])=[N:9][N:10]([C:18]2[CH:23]=[N:22][CH:21]=[CH:20][N:19]=2)[C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[CH3:24][C:8]1[C:7]([CH2:6][C:5]([OH:25])=[O:4])=[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]([C:18]2[CH:23]=[N:22][CH:21]=[CH:20][N:19]=2)[N:9]=1
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 131730041methyl[3-methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetate

Produkt 1

HCID 67028937[3-Methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

0.073 g (1.819 mmol) of 2-molar aqueous sodium hydroxide solution was added to 0.165 g (0.455 mmol) of methyl[3-methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetate (see A3) dissolved in 5 ml of methanol, and the mixture was stirred at 20° C. for 1 h. The methanol was removed under reduced pressure and the residue was poured into a mixture of 10 ml of water and 15 ml of dichloromethane. The aqueous phase was extracted with 15 ml of dichloromethane, acidified with concentrated hydrochloric acid (pH=3) and extracted three times with in each case 15 ml of dichloromethane. Drying of the combined organic phases and removal of the solvent under reduced pressure gave 0.080 g (59.7% of theory) of a colorless foamy solid, melting point 125° C.

Aufarbeitung

  1. customThe methanol was removed under reduced pressure
  2. additionthe residue was poured into a mixture of 10 ml of water and 15 ml of dichloromethane
  3. extractionThe aqueous phase was extracted with 15 ml of dichloromethane
  4. extractionextracted three times with in each case 15 ml of dichloromethane
  5. customDrying of the combined organic phases and removal of the solvent under reduced pressure
  6. customgave 0.080 g (59.7% of theory) of a colorless foamy solid, melting point 125° C.

Quellen und Nachweise

ORD-Eintrag
ord-646855cf86da4a5ab47b45b0068ad7c5
Quelldatensatz
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08298994B2

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