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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925728Generated: October 26, 2026

Water → 3-(4-Tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylic acid

https://huagongshe.com/reaction/1925728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-(4-tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylateHCID 59180440—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylic acidHCID 25183371100.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 94 (0.070 g; 0.17 mmol) in tetrahydrofuran (2 mL), aqueous sodium hydroxide (2 mL; 4 mmol; 2N) and water (4 mL) were added. The reaction mixture was heated at 50° C. for 5 hours, cooled to room temperature, and then extracted with diethyl ether (2×). The ether solution was discarded. The aqueous layer was acidified with aqueous hydrochloric acid (2N) and extracted with ethyl acetate. The organic layer was separated and washed with aqueous saturated sodium chloride, dried over magnesium sulfate filtered, and evaporated under reduced pressure to yield the title compound as an off-white solid (0.067 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178699B2
Source datasetuspto-grants-2012_05
ORD IDord-835f1beef9c04b598d579f8a5cef6595
Source noteuspto-grants-2012_05