反应 #1885097

反应方程式

formaldehyde

acetic acid

sodium triacetoxyborohydride

N-(2-(difluoromethoxy)-5-methylphenyl)-4-methoxy-3-(piperazin-1-yl)benzenesulfonamide

dichloromethane

→

N-(2-Difluoromethoxy-5-methyl-phenyl)-4-methoxy-3-(4-methyl-piperazin-1-yl)-benzenesulfonamide hydrochloride

反应条件

后处理

1. 1
   workup.STIRRINGthe reaction stirred for 72 h at room temperature
2. 2
   其他The solvents were evaporated
3. 3
   其他the residue purified via preparative silica gel chromatography (Super Flash cartridge (Interchim))
4. 4
   workup.ADDITIONFractions containing the product
5. 5
   其他the solvents evaporated
6. 6
   workup.ADDITIONthe product converted to the hydrochloride salt by addition of hydrochloric acid in diethyl ether and subsequent evaporation to dryness (yield 0.169 g of product)

实验过程

0.429 g N-(2-(difluoromethoxy)-5-methylphenyl)-4-methoxy-3-(piperazin-1-yl)benzenesulfonamide (1.004 mmol) were dissolved in 5 mL of dichloromethane. 0.086 mL of acetic acid (1.505 mmol) and 0.319 g of sodium triacetoxyborohydride (3.01 mmol) were added. After stirring for 10 min, 0.083 mL of aqueous formaldehyde solution (3.01 mmol) were added and the reaction stirred for 72 h at room temperature. The solvents were evaporated and the residue purified via preparative silica gel chromatography (Super Flash cartridge (Interchim)) using a dichloromethane (+0.1% triethylamine) and methanol gradient as eluent. Fractions containing the product were combined, the solvents evaporated, and the product converted to the hydrochloride salt by addition of hydrochloric acid in diethyl ether and subsequent evaporation to dryness (yield 0.169 g of product).

来源