StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Formaldehyde → 1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-benzyl-1-piperazinyl]-1-propanone hydrochloride

HRID 1458996
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1458996
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]=1[CH3:9])(=[O:3])[CH3:2].[ClH:16].[CH2:17]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:30]=O>C(O)C>[ClH:16].[CH3:9][C:8]1[N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:6]=[CH:5][C:4]=1[C:1](=[O:3])[CH2:2][CH2:30][N:27]1[CH2:28][CH2:29][N:24]([CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:25][CH2:26]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 712Formaldehyde2×HCID 27566531-Benzylpiperazine hydrochloride2×HCID 154563751-(2-Pyrimidinyl)-4-acetyl-5-methylpyrazole

Produkt 1

HCID 220973761-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-benzyl-1-piperazinyl]-1-propanone hydrochlorideAusbeute 34,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

1.01 g of 4-acetyl-1-(2-pyrimidinyl)-5-methylpyrazole was dissolved in 80 ml of anhydrous ethanol. After adding 1.25 g of 1-benzylpiperazine hydrochloride and 0.45 g of paraformaldehyde, the mixture was heated under reflux for 18 hours. Further, 0.60 g of 1-benzylpiperazine hydrochloride and 0.20 g of paraformaldehyde were added and the resulting mixture was heated under reflux for additional 8 hours. After cooling, the crystals were collected by filtration and extracted with chloroform and a saturated aqueous solution of sodium hydrogencarbonate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After evaporating the solvent, the residue thus obtained was purified by silica gel column chromatography (50 g, chloroform:methanol=50:1), converted into hydrochloride by adding a 1N hydrochloric acid/ethanol solution and then recrystallized from ethanol. Thus 742 mg of the title compound was obtained.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperaturethe resulting mixture was heated
  4. temperatureunder reflux for additional 8 hours
  5. temperatureAfter cooling
  6. filtrationthe crystals were collected by filtration
  7. extractionextracted with chloroform
  8. washThe extract was washed with a saturated aqueous solution of sodium chloride
  9. dry with materialdried over anhydrous sodium sulfate
  10. customAfter evaporating the solvent
  11. customthe residue thus obtained
  12. customwas purified by silica gel column chromatography (50 g, chloroform:methanol=50:1)
  13. additionby adding a 1N hydrochloric acid/ethanol solution
  14. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-ba04bfafee154d15b26707097ac3c703
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05852019

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion