Reacción #52191

Ecuación de reacción

water

2-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide

Triethylamine

benzoyl chloride

→

2-[2-(4-Benzoylamidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamidopiperidinyl)-amide

Disolventes

dimethyl formamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe aqueous phase is extracted with 20 ml of acetic ester
2. 2
   LavadoThe organic phase is again washed with waterand
3. 3
   Secadodried over sodium sulphate
4. 4
   workup.DISTILLATIONThe solvent is distilled off under vacuum
5. 5
   OtroThe residue is chromatographed over silica gel with acetic ester
6. 6
   Otrothe oily product is triturated with petroleum ether
7. 7
   FiltraciónThe precipate is filtered
8. 8
   Lavadowashed with petroleum ether
9. 9
   Otro150-154° C.

Procedimiento

1.0 g (2 mmol) of 2-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide and 3.2 ml Triethylamine (23 mmol) are dissolved in 10 ml of dimethyl formamide. The mixture is cooled down to 0° C. and 0.418 ml of benzoyl chloride (3.6 mmol) are slowly added dropwise. After 2 hours 20 ml of water are added to the mixture, and the aqueous phase is extracted with 20 ml of acetic ester. The organic phase is again washed with waterand dried over sodium sulphate. The solvent is distilled off under vacuum. The residue is chromatographed over silica gel with acetic ester, and the oily product is triturated with petroleum ether. The precipate is filtered and washed with petroleum ether. Yield: 0.160 g (15%); MPt: 150-154° C.;

Fuente