반응 #425151

반응 방정식

4-({(1S*,2R*)-5,5-difluoro-2-[1-(methoxymethyl)-1H-pyrazol-4-yl]cyclohexyl}oxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(pyrimidin-4-yl)benzenesulfonamide

triethylsilane

→

title compound

수율 48.0%

4-{[(1S*,2R*)-5,5-Difluoro-2-(1H-pyrazol-4-yl)cyclohexyl]oxy}-2-fluoro-N-(pyrimidin-4-yl)benzenesulfonamide

수율 48.0%

용매

dichloromethane

trifluoroacetic acid

반응 조건

후처리

1. 1
   농축The reaction solution was concentrated
2. 2
   workup.ADDITIONethanol (1.0 mL) and 2 M hydrochloric acid (4.0 mL) were added to the residue
3. 3
   workup.STIRRINGthe mixture was stirred at 100° C. for 3 hours
4. 4
   온도to cool
5. 5
   여과the resulting solid was collected by filtration
6. 6
   여과The solid thus collected by filtration
7. 7
   기타was purified with silica gel chromatography (dichloromethane/methanol=95:5)

실험 절차

To a solution of the 4-({(1S*,2R*)-5,5-difluoro-2-[1-(methoxymethyl)-1H-pyrazol-4-yl]cyclohexyl}oxy)-N-(2,4-dimethoxybenzyl)-2-fluoro-N-(pyrimidin-4-yl)benzenesulfonamide (0.12 g, 0.19 mmol) prepared in Example 147d and triethylsilane (0.15 mL) in dichloromethane (4.0 mL), trifluoroacetic acid (3.0 mL) was added at room temperature, and the reaction solution was stirred for 2 hours. The reaction solution was concentrated, then ethanol (1.0 mL) and 2 M hydrochloric acid (4.0 mL) were added to the residue, and the mixture was stirred at 100° C. for 3 hours. After allowing to cool, the reaction solution was neutralized with sodium hydrogencarbonate, and the resulting solid was collected by filtration. The solid thus collected by filtration was purified with silica gel chromatography (dichloromethane/methanol=95:5) to yield the title compound (40 mg, 48%) as a colorless solid.

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