反应详情

To a suspension of 5-phenylthiophene-2-carboxylic acid (102 mg) and oxalyl chloride (0.2 ml) in dichloromethane (2 ml) was added N,N-dimethylformamide (0.01 ml), and the mixture was stirred for an hour. The resultant solution was evaporated under reduced pressure to give a crude acid chloride. To a suspension of 3-(1,2-dimethylimidazol-5-yl)aniline (94 mg) and pyridine (0.12 ml) in dichloromethane (2 ml) was dropwise added a solution of the acid chloride obtained above in dichloromethane (2 ml) followed by stirring for 12 hours. The mixture was diluted with dichloromethane and washed with an aqueous solution of sodium hydrogen carbonate and brine. The separated organic layer was dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by a silica gel column chromatography eluting with 3% methanol in dichloromethane to give N-[3-(2,3-dimethyl-3H-imidazol4-yl)-phenyl]-5-phenyl-thiophene-2-carboxamide (155 mg, 82.9%).

1. customThe resultant solution was evaporated under reduced pressure
2. customto give a crude acid chloride
3. stirringby stirring for 12 hours
4. washwashed with an aqueous solution of sodium hydrogen carbonate and brine
5. dry with materialThe separated organic layer was dried over sodium sulfate
6. customevaporated under reduced pressure
7. customThe residue was purified by a silica gel column chromatography
8. washeluting with 3% methanol in dichloromethane