Reacción #7261

Ecuación de reacción

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

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

NaBH4

→

amine

Rendimiento 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

Rendimiento 53.0%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente