반응 #52189

반응 방정식

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

용매

ethyl acetate

dimethylformamide

반응 조건

후처리

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

실험 절차

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.

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