反应 #217616

反应方程式

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

溶剂

pyridine dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他quenched with methanol (2 ml)
2. 2
   浓缩concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
4. 4
   洗涤washed with water (×3)
5. 5
   洗涤washed with methanol and 2M ammonia in methanol
6. 6
   浓缩The combined basic fractions were concentrated in vacuo
7. 7
   其他the resulting residue was purified by column chromatography (dichloromethane to 1:4 2M ammonia in methanol:dichloromethane)

实验过程

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]+.

来源