6-(4-ethylpiperazin-1-yl)pyridine-3-carbonitrile → 6-(4-Ethyl-1-piperazinyl)-3-pyridinemethanamine

HRID 490084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 490084
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[H][H]>[Ni].CO.C(OCC)(=O)C.N>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[N:10]=[CH:11][C:12]([CH2:13][NH2:14])=[CH:15][CH:16]=2)[CH2:7][CH2:8]1)[CH3:2]

Komponenten

7

Edukt 2

HCID 167483946-(4-ethylpiperazin-1-yl)pyridine-3-carbonitrileHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 167882546-(4-Ethyl-1-piperazinyl)-3-pyridinemethanamineAusbeute 103,8 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 935NickelKatalysatorHCID 222AmmoniaLösungsmittelHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 2 g (8 mmol) 6-(4-ethyl-piperazin-1-yl)-nicotinonitrile, 1.3 g Raney Nickel (B113Z, Degussa) in 25 ml methanol, 15 ml ethyl acetate and 5 ml ammonia aq. (ca. 25%) was treated with 1 bar hydrogen at 30-35° C. for 4 h. The mixture was filtered and the residue washed three times with 20 ml ethyl acetate each and the combined organic phases evaporated to dryness to yield 1.83 g (97%) of the title compound as white crystals. (m/e): 261.1 (MH+; 100%).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe residue washed three times with 20 ml ethyl acetate each and the combined organic phases
  3. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-557573b2eabb4b8fa66855591abd3a0c
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528135B2

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