反应详情

Sodium hydride (402 mg, 11 mmol) was added to a suspension of 2-pyrrolidino-1H-benzimidazole (1.9 g, 10.1 mmol) in dry N,N-dimethylformamide (30 mL). All solids dissolved. The solution was allowed to stir at ambient temperature for 15 minutes following the cessation of foaming. The solution was cooled to 5° C. and a solid formed. Methyl 4-(bromomethyl)benzoate (2.1 g, 01 mol) was added to the suspension and all the solids dissolved. The solution was allowed to stir at ambient temperature and a solid formed. The mixture was stirred at ambient temperature overnight and then it was poured into cold water. A solid was isolated by filtration, washed with water and dried to provide 3.0 g of crude product as an off-white solid. This material was recrystallized from methanol to provide methyl 4-[(2-pyrrolidinyl-1H-benzimidazol-1yl)methyl]benzoate.

1. dissolutionAll solids dissolved
2. temperatureThe solution was cooled to 5° C.
3. customa solid formed
4. dissolutiondissolved
5. stirringto stir at ambient temperature
6. customa solid formed
7. stirringThe mixture was stirred at ambient temperature overnight
8. customA solid was isolated by filtration
9. washwashed with water
10. customdried
11. customto provide 3.0 g of crude product as an off-white solid
12. customThis material was recrystallized from methanol