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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188909Generated: October 31, 2026

Sodium Hydroxide → 7-Methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/1188909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 7-methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylateHCID 67118469—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product7-Methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acidHCID 6689730495%

Reaction Conditions

Temperature50 °C

Reaction Steps

Methyl 7-methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylate (0.99 g) was dissolved in a mixture of tetrahydrofuran (10 mL) and methanol (10 mL). 1M Aqueous sodium hydroxide solution (5 mL) was added and the mixture was stirred at 50° C. for 45 min. The mixture was concentrated under reduced pressure. The residue was dissolved in water, and 1M hydrochloric acid was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated. The residual amorphous solid was solidified with diethyl ether to give the title compound (0.9 g, 95%) as a pale yellow solid. MS 363 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-82cb6cc7c63c46a18bd3664fed3b4147
Source noteuspto-grants-2014_03