تفاعل #46791

معادلة التفاعل

Methyl-2-trichloromethyl-1H-benzoimidazole-5-carboxylate

1-isopropyl-piperidine-4-ylamine-dihydrochloride

NaHCO3

→

2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

المذيبات

dichloromethane

THF

H2O

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with a saturated NaHCO3-solution and brine
2. 2
   تجفيفThe organic layer was dried over MgSO4
3. 3
   تركيزconcentrated

الإجراء التجريبي

500 mg (1.7 mmol) Methyl-2-trichloromethyl-1H-benzoimidazole-5-carboxylate were added to a mixture of 548 mg (1.8 equiv.) 1-isopropyl-piperidine-4-ylamine-dihydrochloride and 1.43 g (10 equiv.) NaHCO3 in 15 mL THF and 7.5 mL H2O and stirred vigorously for 4 h at room temperature. The reaction mixture was diluted with dichloromethane and washed with a saturated NaHCO3-solution and brine. The organic layer was dried over MgSO4 and concentrated. Preparative HPLC (CH3CN/H2O gradient+0.05% formic acid) gave pure 2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a white solid.

المصدر