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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73058Generated: October 30, 2026

Hydrochloric Acid → 4-(N-(Benzofuran-5-ylmethyl)-N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)benzoic acid

https://huagongshe.com/reaction/73058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 4-(N-(benzofuran-5-ylmethyl)-N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)benzoateHCID 66837870—
SolventTetrahydrofuranHCID 8028—
Product4-(N-(Benzofuran-5-ylmethyl)-N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)benzoic acidHCID 5694933174%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 4-(N-(benzofuran-5-ylmethyl)-N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)sulfamoyl)benzoate (step-2 of Example 1, 2.3 g, 4.3 mmol) in THF (15 mL) was added 2 M aqueous NaOH (9.0 mL) at room temperature, and the mixture was heated at 60° C. for 2 hrs. The mixture was cooled with ice bath, and acidified by the addition of 2 M aqueous HCl (10 mL). The mixture was extracted with DCM (30 mL×2), dried over Na2SO4, filtered and the filtrate was concentrated to give a white solid. The residual solid was triturated with IPE (50 mL), the precipitates were collected by filtration, washed with IPE, and dried in vacuo at 50° C. to give 1.6 g (74% yield) of the titled compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829026B2
Source datasetuspto-grants-2014_09
ORD IDord-fde55e4cf992452989d10ddd389e8374
Source noteuspto-grants-2014_09