反应详情

A solution of N-{5-[3-(aminomethyl)phenyl]-2,3-dihydro-1H-inden-2-yl}-2-propanesulfonamide (69 mg, 0.2 mmol) in dichloromethane (5 ml) was treated with triethylamine (40 mg, 0.4 mmol), followed by 4-chlorobutanoyl chloride (32 mg, 0.22 mmol) and the whole mix stirred at room temperature under argon for 1 h. The reaction mix was evaporated under reduced pressure to remove the dichloromethane and then dimethylformamide was added (5 ml) followed by potassium carbonate (60 mg, 0.43 mmol) and the mix stirred at 100° C. for 2 h. The reaction mix was cooled then partitioned between dichloromethane and 0.5M hydrochloric acid, and the organic layer was evaporated under reduced pressure to give a brown oil which was purified by column chromatography on a 1 g SCX column eluting from 0-50% ethyl acetate in 40-60° C. petroleum ether to give the title compound as a beige solid (16 mg, 19%).

1. additionthe whole mix
2. additionThe reaction mix
3. customwas evaporated under reduced pressure
4. customto remove the dichloromethane
5. additiondimethylformamide was added (5 ml)
6. stirringthe mix stirred at 100° C. for 2 h
7. additionThe reaction mix
8. temperaturewas cooled
9. customthen partitioned between dichloromethane and 0.5M hydrochloric acid
10. customthe organic layer was evaporated under reduced pressure
11. customto give a brown oil which
12. customwas purified by column chromatography on a 1 g SCX column
13. washeluting from 0-50% ethyl acetate in 40-60° C. petroleum ether