Aluminium lithium hydride → 3-(Aminomethyl)-N-(2,4-dimethoxybenzyl)pyridin-2-amine

HRID 1172294

Reaktionsgleichung

Reaktionsgleichung von HRID 1172294
[CH3:1][O:2][C:3]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][C:7]1[C:12]([C:13]#[N:14])=[CH:11][CH:10]=[CH:9][N:8]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[CH3:1][O:2][C:3]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][C:7]1[C:12]([CH2:13][NH2:14])=[CH:11][CH:10]=[CH:9][N:8]=1

Komponenten

3

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 222931752-(2,4-Dimethoxybenzylamino)nicotinonitrile

Produkt 1

HCID 222931603-(Aminomethyl)-N-(2,4-dimethoxybenzyl)pyridin-2-amine

Versuchsvorschrift

A solution of 2-(2,4-Dimethoxybenzylamino)pyridine-3-carbonitrile (0.55 g, 2.04 mmol) and LiAlH4 (2.2 ml of 1N, 4.4 mmol) was stirred at RT until the reaction was judged complete by LCMS. The reaction was quenched with sat. aq. Na2CO3 and the layers were separated. The organic layer was dried (Na2SO4) and the solvents removed under reduced pressure giving the desired product which was used without further purification. LC/MS (10% to 99%): M/Z (M+H)+ (obs)=274; tR=0.28.

Aufarbeitung

  1. customThe reaction was quenched with sat. aq. Na2CO3
  2. customthe layers were separated
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customthe solvents removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dff5d436576f492d92676e077592d302
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834000B2

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