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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009588Generated: October 31, 2026

Ethyl Acetate → HCID 59425155, compound

https://huagongshe.com/reaction/1009588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 59426351HCID 59426351—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59425155HCID 5942515592%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of N-(2-acetoxyethyl)-N-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]methanesulfonamide (compound 815, 164 mg, 0.360 mmol) and lithium hydroxide hydrate (45 mg, 1.07 mmol) in 5 mL THF/1 mL water is warmed to 60° C. overnight. The mixture is cooled and poured into ethyl acetate (50 mL). This is washed with water (50 mL) and brine (20 mL), dried over anhydrous magnesium sulfate, filtered and evaporated to afford a solid. The solid is triturated with ether, collected by filtration and dried under high vacuum to afford N-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-N-(2-hydroxyethyl)methanesulfonamide, compound 828 (137 mg, 0.331 mmol, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-c03b9d5ce551448691db7c85f5d03655
Source noteuspto-grants-2011_07