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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858531Generated: October 30, 2026

Sodium Hydroxide → 2-{4-[6-chloro-2-[3-(4-pyridinyl)propyl]-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethanol

https://huagongshe.com/reaction/858531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-{4-[6-Chloro-2-[3-(4pyridinyl)propyl]-5-(trifluoromethyl)-1H-benzimidazol-1-YL]phenyl}ethyl(4-methylphenyl)sulfonylcarbamateHCID 21876280—
SolventEthanolHCID 702—
Product2-{4-[6-chloro-2-[3-(4-pyridinyl)propyl]-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethanolHCID 2187652254%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2-(4-{[5-chloro-2-{[4-(4-pyridinyl)butanoyl]amino}-4-(trifluoromethyl)phenyl]amino}phenyl)ethyl acetate (step 3, 220 mg, 0.42 mmol) and 2N NaOH (15 ml) in ethanol (20 ml) was stirred at 40° C. for 7 h. The solvent was removed and the residue was added water (50 ml). The mixture was extracted with ethyl acetate(100 ml). The organic layer was washed with brine (50 ml), then dried (Na2SO4). After removal of solvent, the crude product was purified by flash column chromatography eluting with dichloromethane:methanol (20:1) to afford 105 mg (54%) of the title compound as pale brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148234B2
Source datasetuspto-grants-2006_12
ORD IDord-407e7ee4cc3a451d9de554bc43508324
Source noteuspto-grants-2006_12