1-methyl-1H-indole-5-carbonitrile → (1-methyl-1H-indol-5-yl)methylamine

HRID 475294

Reaktionsgleichung

Reaktionsgleichung von HRID 475294
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]#[N:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3]1>N.CO.[Ni]>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][NH2:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3]1

Komponenten

5

Edukt 1

HCID 114125131-methyl-1H-indole-5-carbonitrile

Produkt 1

HCID 18525752(1-methyl-1H-indol-5-yl)methylamineAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 222AmmoniaLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 294 (800 mg, 5.12 mmol) in 7M ammonia in MeOH (50 mL) was added Raney Ni (2.0 g) and the reaction mixture was stirred vigorously under H2 (1 atm.) atmosphere at RT for 18 h. The reaction mixture was filtered through a pad of Celite® and concentrated in vacuo to afford 800 mg of (1-methyl-1H-indol-5-yl)methanamine (296) as yellow oil: MS (ESI) m/z=144.3 [M-NH2]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a pad of Celite®
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dd7b3e8fbf3d496f9f47619c07dbacbe
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637537B2

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