Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420934Generated: October 30, 2026

Ethanol → 2-Carboxymethyl-1-(4-isopropoxyphenyl)-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/420934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 66657631HCID 66657631—
SolventWaterHCID 962—
Product2-Carboxymethyl-1-(4-isopropoxyphenyl)-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid ethyl esterHCID 66657785—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 1-(4-isopropoxyphenyl)-2-ethoxycarbonylmethyl-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid ethyl ester (260 mg, 0.46 mmol, see step (a) above), NaOH (aq, 1 M, 1.4 mL) and EtOH (2 mL) was stirred at 50° C. for 2.5 h, cooled, diluted with H2O (4 mL), washed with EtOAc and acidified to pH 5 with citric acid (aq, 1 M) and extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), concentrated and purified by chromatography. Yield 144 mg (58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097623B2
Source datasetuspto-grants-2012_01
ORD IDord-1236376f76924f0ca46f7bead7ff376b
Source noteuspto-grants-2012_01