1-(2-Pyridyl)piperazine → 4,5-Dihydro-6-methyl-4-[[4-(2-pyridinyl)-1-piperazinyl]acetyl]-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 893645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 893645
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Cl[CH2:14][C:15]([N:17]1[CH2:22][C:21]([CH3:23])=[C:20]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)[N:19]2[N:34]=[CH:35][C:36]([C:37]#[N:38])=[C:18]12)=[O:16]>CC(C)=O>[CH3:23][C:21]1[CH2:22][N:17]([C:15](=[O:16])[CH2:14][N:10]2[CH2:9][CH2:8][N:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:12][CH2:11]2)[C:18]2[N:19]([N:34]=[CH:35][C:36]=2[C:37]#[N:38])[C:20]=1[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:32])[F:33])[CH:25]=1

Komponenten

4

Edukt 2

HCID 944591-(2-Pyridyl)piperazineHCID 151010854-(Chloroacetyl)-4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidine-3-carbonitrile

Produkt 1

HCID 151010474,5-Dihydro-6-methyl-4-[[4-(2-pyridinyl)-1-piperazinyl]acetyl]-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrileAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 2 g of 1-(2-pyridinyl)piperazine, 2 g of 4-(chloroacetyl)-4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile and 60 ml of acetone was refluxed on a steam bath for 8 hours and then evaporated. The residue was stirred in water and the solid collected. The solid was dissolved in dilute hydrochloric acid, filtered and the filtrate gasified with dilute ammonium hydroxide. The solid was collected, washed with water and dried in vacuo, giving 2.67 g of the desired product, mp 132°-134° C.

Aufarbeitung

  1. temperaturewas refluxed on a steam bath for 8 hours
  2. customevaporated
  3. customthe solid collected
  4. dissolutionThe solid was dissolved in dilute hydrochloric acid
  5. filtrationfiltered
  6. customThe solid was collected
  7. washwashed with water
  8. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0984acbf2ac549ffbfd6af37c467deab
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05126340

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