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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971378Generated: October 25, 2026

Dichloromethane → 5-[2-(1-Hydroxy-1-methyl-ethyl)-pyridin-4-yloxy]-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide

https://huagongshe.com/reaction/1971378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant4-[1-(3-Trifluoromethyl-phenylcarbamoyl)-1H-indol-5-yloxy]-pyridine-2-carboxylic acid tert-butyl esterHCID 59394760—
ReactantHCID 178418373HCID 178418373—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product5-[2-(1-Hydroxy-1-methyl-ethyl)-pyridin-4-yloxy]-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amideHCID 67433248—

Reaction Steps

Methyl magnesium iodide (0.30 mL, 3.0 M) is added to a solution of 4-[1-(3-Trifluoromethyl-phenylcarbamoyl)-1H-indol-5-yloxy]-pyridine-2-carboxylic acid tert-butyl ester (0.150 g, 0.302 mmol) in THF (5 mL) at rt. After stirring overnight the reaction is diluted with MeOH (5 mL) and workup done with DCM and pH 7 buffer. Following concentration the residue is separated by FCC (80-100% EtOAc/heptane) to give the title compound. MS (ESI) m/z 456.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431584B2
Source datasetuspto-grants-2013_04
ORD IDord-e15d0acaf05c49fb9bf87dd65e568b65
Source noteuspto-grants-2013_04