2-(7-Cyano-1H-indol-1-yl)acetic acid → 2-(7-(Aminomethyl)-1H-indol-1-yl)acetic acid

HRID 453917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 453917
[C:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[N:10]([CH2:12][C:13]([OH:15])=[O:14])[CH:9]=[CH:8]2)#[N:2].[H][H]>CO.[Ni]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[N:10]([CH2:12][C:13]([OH:15])=[O:14])[CH:9]=[CH:8]2

Komponenten

5

Edukt 2

HCID 594737242-(7-Cyano-1H-indol-1-yl)acetic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 594736972-(7-(Aminomethyl)-1H-indol-1-yl)acetic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Raney Ni (7.0 g) was added to a solution of 2-(7-cyano-1H-indol-1-yl)acetic acid (700 mg, 3.5 mmol) in MeOH (15 ml), and the mixture was hydrogenated for 6 h at RT and 60 psi hydrogen in a Parr apparatus. The reaction mixture was filtered over celite and the filtrate was concentrated under vacuum. The crude product so obtained was used directly in the following stage without being purified further. Yield: 96% (692 mg, 3.36 mmol)

Aufarbeitung

  1. filtrationThe reaction mixture was filtered over celite
  2. concentrationthe filtrate was concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8fff7e95da214424820948a9ade5d236
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492559B2

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