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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233744Generated: October 29, 2026

Triethylamine → 3-(4-Chlorophenoxy)-2-methyl-4-[(methylsulfonyl)amino]-1H-indole-1-acetic acid, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/2233744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-Amino-3-(4-chlorophenoxy)-2-methyl-1H-indole-1-acetic acid, 1,1-dimethylethyl esterHCID 86609230—
SolventAcetonitrileHCID 6342—
Product3-(4-Chlorophenoxy)-2-methyl-4-[(methylsulfonyl)amino]-1H-indole-1-acetic acid, 1,1-dimethylethyl esterHCID 86609231—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the product from step (iv) (70 mg) in MeCN (1 ml) was added triethylamine (50 ul) and methanesulfonyl chloride (24 ul) and the reaction stirred at 50° C. for 3 h. The residue was partitioned between diethylether/water, the organics were separated, washed with aq potassium hydrogensulfate solution, brine, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 5-30% ethylacetate/iso-hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709521B2
Source datasetuspto-grants-2010_05
ORD IDord-99ddcd41a49e49c39126fbd6c2dee3fd
Source noteuspto-grants-2010_05