Reaktion #7261

Reaktionsgleichung

2-methyl-1H-imidazole-4-carbaldehyde

(4-aminomethyl-benzyl)-(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

NaBH4

→

amine

Ausbeute 53.0%

(1H-benzoimidazol-2-ylmethyl)-(4-{[(2-methyl-1H-imidazol-4-ylmethyl)-amino]-methyl}-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

Ausbeute 53.0%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigePurification of the crude yellow foam by column chromatography on silica gel (CH2Cl2/MeOH/NH4OH, 200:3:3)

Vorschrift

Using General Procedure B: A solution of 2-methyl-1H-imidazole-4-carbaldehyde (27.7 mg, 0.25 mmol) and (4-aminomethyl-benzyl)-(1H-benzoimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (100 mg, 0.25 mmol) in MeOH (2.0 mL) was stirred overnight at room temperature. NaBH4 (18.9 mg, 0.50 mmol) was added and the resultant mixture stirred for an additional 15 minutes. Purification of the crude yellow foam by column chromatography on silica gel (CH2Cl2/MeOH/NH4OH, 200:3:3) afforded the desired amine (65 mg, 53%) as a white foam.

Quelle