Acetic Acid → 1-Benzyl-4-(4-(pyridin-4-yl)piperazin-1-yl)piperidine-4-carbonitrile

HRID 46002

Reaktionsgleichung

Reaktionsgleichung von HRID 46002
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[CH2:13]([N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][C:21]1=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[C-:27]#[N:28].[K+].CC(O)=O>CO.O>[CH2:13]([N:20]1[CH2:25][CH2:24][C:23]([N:10]2[CH2:9][CH2:8][N:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)[CH2:12][CH2:11]2)([C:27]#[N:28])[CH2:22][CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 9032Potassium CyanideHCID 705171-(4-Pyridyl)piperazineHCID 51700761-Benzyl-2-piperidone

Produkt 1

HCID 686295031-Benzyl-4-(4-(pyridin-4-yl)piperazin-1-yl)piperidine-4-carbonitrileAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution containing 1-(pyridin-4-yl)piperazine (58.34 mmol, 1 equiv.), N-benzyl-piperidinone (1 equiv.), KCN (1.1 equiv.), AcOH (3.3 ml) and water (1.3 ml) in methanol was stirred at room temperature for 16 h. The reaction mixture was quenched with NH4OH solution (400 ml) and filtered. The solid precipitate was thoroughly washed with water, dried under vacuum and taken through to the next reaction without further purification. Yield: 47%.

Aufarbeitung

  1. customThe reaction mixture was quenched with NH4OH solution (400 ml)
  2. filtrationfiltered
  3. washThe solid precipitate was thoroughly washed with water
  4. customdried under vacuum
  5. customtaken through to the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-4fa8de6172fc453393300fd777b7a17a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541573B2

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