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Ammonium formate → 1-[1-(4-Pyrimidinyl)-4-piperidylcarbonyl]piperazine

HRID 2288739
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2288739
C([O-])=O.[NH4+].C([N:12]1[CH2:17][CH2:16][N:15]([C:18]([CH:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][N:29]=[CH:28][N:27]=3)[CH2:22][CH2:21]2)=[O:19])[CH2:14][CH2:13]1)C1C=CC=CC=1>[Pd].CO>[N:29]1[CH:30]=[CH:31][C:26]([N:23]2[CH2:22][CH2:21][CH:20]([C:18]([N:15]3[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]3)=[O:19])[CH2:25][CH2:24]2)=[N:27][CH:28]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 186980661-Benzyl-4-[(1-[4-pyrimidinyl]-4-piperidyl)carbonyl]piperazine

Produkt 1

HCID 186979701-[1-(4-Pyrimidinyl)-4-piperidylcarbonyl]piperazineAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Ammonium formate (1.88 g) was added to a mixture of 1-benzyl-4-[(1-[4-pyrimidinyl]-4-piperidyl)carbonyl]piperazine (2.73 g) and 10% palladium on carbon catalyst (0.55 g) in methanol (70 ml) under an atmosphere of argon. The mixture was stirred at reflux temperature for 1 hour. The cooled mixture was filtered through diatomaceous earth and the filtercake was well washed with methanol. The filtrate and washings were combined and evaporated. The residual oil was suspended in saturated aqueous sodium carbonate solution (30 ml) and the mixture was extracted with dichloromethane (4×100 ml). The dichloromethane extracts were combined, dried (Na2SO4) and evaporated to give 1-[(1-[4-pyrimidinyl]-4-piperidyl)carbonyl]piperazine (1.94 g, 94%) as an off-white solid;

Aufarbeitung

  1. temperatureat reflux temperature for 1 hour
  2. filtrationThe cooled mixture was filtered through diatomaceous earth
  3. washthe filtercake was well washed with methanol
  4. customevaporated
  5. extractionthe mixture was extracted with dichloromethane (4×100 ml)
  6. dry with materialdried (Na2SO4)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eeb5311c887a409cb52ce77523097ce7
Quelldatensatz
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06090813

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