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

HRID 493612

Reaktionsgleichung

Reaktionsgleichung von HRID 493612
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:10]=1[CH2:11][NH:12][C:13]1[N:20]=[CH:19][CH:18]=[CH:17][C:14]=1[C:15]#[N:16]>O1CCCC1>[NH2:16][CH2:15][C:14]1[C:13]([NH:12][CH2:11][C:10]2[CH:21]=[CH:22][C:23]([O:25][CH3:26])=[CH:24][C:9]=2[O:8][CH3:7])=[N:20][CH:19]=[CH:18][CH:17]=1

Komponenten

4

Edukt 2

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

Produkt 1

HCID 222931603-(Aminomethyl)-N-(2,4-dimethoxybenzyl)pyridin-2-amineAusbeute 102,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium aluminum hydride (1.0 M in THF, 11.4 mL, 11.4 mmol) was added slowly to a solution of 2-[(2,4-dimethoxybenzyl)amino]nicotinonitrile (2.80 g, 10.4 mmol) in tetrahydrofuran (35 mL) at 0° C. The reaction was allowed to warm to room temperature and stir for 4 h. The reaction was carefully quenched with a saturated aqueous solution of sodium sulfate, filtered with copious dichloromethane and concentrated to produce the title compound (2.92 g). MS 274.3 (M+1).

Aufarbeitung

  1. customThe reaction was carefully quenched with a saturated aqueous solution of sodium sulfate
  2. filtrationfiltered with copious dichloromethane
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2e173b588bd9456f94c55bfab30ad4e0
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534784B2

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