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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420945Generated: October 29, 2026

Potassium Carbonate → 1-(4-tert-Butylphenyl)-6-chloro-5-(5-dimethylcarbamoyl-pyridin-2-yloxy)-2-ethoxycarbonylmethylindole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/420945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-Chloro-N,N-dimethylnicotinamideHCID 12364231—
Reactant1-(4-tert-Butylphenyl)-6-chloro-2-ethoxycarbonylmethyl-5-hydroxyindole-3-carboxylic acid ethyl esterHCID 66657811—
SolventDimethylformamideHCID 6228—
Product1-(4-tert-Butylphenyl)-6-chloro-5-(5-dimethylcarbamoyl-pyridin-2-yloxy)-2-ethoxycarbonylmethylindole-3-carboxylic acid ethyl esterHCID 66657529—

Reaction Steps

1-(4-tert-Butylphenyl)-6-chloro-2-ethoxycarbonylmethyl-5-hydroxyindole-3-carboxylic acid ethyl ester (120 mg, 0.26 mmol, see step (b) above), 6-chloro-N,N-dimethylnicotinamide (72 mg, 0.39 mmol), K2CO3 (181 mg, 1.31 mmol) and DMF (3 mL) was heated at 115° C. for 96 h and filtered through Celite®. The solids were washed with EtOAc and the combined filtrates concentrated and purified by chromatography to give the sub-title compound. Yield 48 mg (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097623B2
Source datasetuspto-grants-2012_01
ORD IDord-b028747e6322476db494824f9ece9d49
Source noteuspto-grants-2012_01