반응 #217616

반응 방정식

3-(cis-3,5-dimethyl-1-piperazinyl)-4-(methyloxy)aniline

3-(cis-3,5-Dimethyl-1-piperazinyl)-4-(methyloxy)aniline

4-(2-thienyl)benzenesulfonyl chloride

→

title product

N-[3-(cis-3,5-Dimethyl-1-piperazinyl)-4-(methyloxy)phenyl]-4-(2-thienyl)benzenesulfonamide

용매

pyridine dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타quenched with methanol (2 ml)
2. 2
   농축concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
4. 4
   세척washed with water (×3)
5. 5
   세척washed with methanol and 2M ammonia in methanol
6. 6
   농축The combined basic fractions were concentrated in vacuo
7. 7
   기타the resulting residue was purified by column chromatography (dichloromethane to 1:4 2M ammonia in methanol:dichloromethane)

실험 절차

A solution of 3-(cis-3,5-dimethyl-1-piperazinyl)-4-(methyloxy)aniline (D2) (117 mg, 0.5 mmol) in pyridine:dichloromethane (1:1, 4 ml) was treated with a solution 4-(2-thienyl)benzenesulfonyl chloride (WO 9827069) (143 mg, 0.55 mmol) in dichloromethane (2 ml). The solution was stirred at room temperature for 24 hours, quenched with methanol (2 ml) and concentrated in vacuo. The residue was dissolved in dichloromethane and washed with water (×3). The organic phase was applied to a SCX cartridge (Varian bond-elute, 5 g) and washed with methanol and 2M ammonia in methanol. The combined basic fractions were concentrated in vacuo and the resulting residue was purified by column chromatography (dichloromethane to 1:4 2M ammonia in methanol:dichloromethane) to afford the title product (E11). MS (ES+) m/e 458 [M+H]+.

출처