반응 #217605

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5-(cis-3,5-dimethyl-1-piperazinyl)-2-chloroaniline

4-bromobenzenesulfonyl chloride

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title product

4-Bromo-N-[2-chloro-5-(cis-3,5-dimethyl-1-piperazinyl)phenyl]benzenesulfonamide

용매

pyridine dichloromethane

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후처리

1. 1
   기타quenched with methanol
2. 2
   농축concentrated in vacuo
3. 3
   세척washed with methanol and 2M ammonia in methanol
4. 4
   농축The combined basic fractions were concentrated in vacuo
5. 5
   기타the resulting residue was purified by column chromatography (FlashMaster) (dichloromethane to 5% methanol:dichloromethane)
6. 6
   기타to afford some pure product
7. 7
   기타The impure fractions were purified further by MDAP

실험 절차

A solution of 5-(cis-3,5-dimethyl-1-piperazinyl)-2-chloroaniline (D34) (108 mg, 0.45 mmol) in pyridine:dichloromethane (1:1, 4 ml) was treated with 4-bromobenzenesulfonyl chloride (138 mg, 0.54 mmol). The solution was stirred at room temperature for 2 hours, quenched with methanol and concentrated in vacuo. The residue 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 (FlashMaster) (dichloromethane to 5% methanol:dichloromethane) to afford some pure product. The impure fractions were purified further by MDAP, and combined with the above pure product to afford the title product (D35). MS (ES+) m/e 458/460/462 [M+H]+.

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