تفاعل #7266

معادلة التفاعل

1-(2-methoxy-phenyl)-ethanone

N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

AcOH

NaBH(OAc)3

→

desired product

المردود 31.2%

(1H-benzimidazol-2-ylmethyl)-(4-{[1-(2-methoxy-phenyl)-ethylamino]-methyl}-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

المردود 31.2%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىPurification of the crude light yellow foam (267 mg) by column chromatography on silica gel (100:1:1—CH2Cl2:MeOH:NH4OH)

الإجراء التجريبي

Using General Procedure B: To a stirred solution of 1-(2-methoxy-phenyl)-ethanone (69 uL, 0.50 mmol), N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (200 mg, 0.50 mmol) and AcOH (0.10 mL, 1.4 mmol) in THF (5 mL) was added NaBH(OAc)3 and the mixture was stirred at room temperature for 48 hours. Purification of the crude light yellow foam (267 mg) by column chromatography on silica gel (100:1:1—CH2Cl2:MeOH:NH4OH) followed by radial chromatography on silica gel (100:1:1—CH2Cl2:MeOH:NH4OH) afforded the desired product (83 mg, 27%) as a white foam.

المصدر