تفاعل #52189

معادلة التفاعل

O-(Benzotriazole-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid

4-(3-phenyl-allyl)-piperazine

triethylamine

→

2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-[4-(3-phenyl-allyl)-piperazinyl]-amide

المذيبات

ethyl acetate

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   غسيلis washed with saturated, aqueous sodium bicarbonate solution
2. 2
   تجفيفwith water, and dried over sodium sulphate
3. 3
   أخرىthe product purified chromatographically (silica gel; gradient; acetic ester/methanol 100% in 60% acetic ester)

الإجراء التجريبي

0.4 g of 2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid (1.3 mmol), 4-(3-phenyl-allyl)-piperazine (0.26 g, 1.3 mmol) and 0.4 ml of triethylamine are dissolved in 8 ml of dimethylformamide. 0.54 g of O-(Benzotriazole-1-yl)-N,N,N′,N′-tetramethyluronium-tetrafluoroborate (═TBTU; 1.7 mmol) are added and stirred for 24 h at room temperature. After diluting with 20 ml of ethyl acetate, it is washed with saturated, aqueous sodium bicarbonate solution and with water, and dried over sodium sulphate. The solvent is boiled down and the product purified chromatographically (silica gel; gradient; acetic ester/methanol 100% in 60% acetic ester). Yield: 0.52 g (80%); yellow oil.

المصدر