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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466948Generated: November 1, 2026

Propionyl chloride → 3-[6-Chloro-1-(5-ethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester

https://huagongshe.com/reaction/1466948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionyl chlorideHCID 62324—
ReactantHCID 178468952HCID 178468952—
SolventPyridineHCID 1049—
Product3-[6-Chloro-1-(5-ethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl esterHCID 66764965—

Reaction Conditions

Temperature80 °C

Reaction Steps

Propionyl chloride (0.042 mL, 0.48 mmol) was added to a solution of 3-[6-Chloro-7-fluoro-1-(N-hydroxycarbamimidoyl)-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester (0.12 g, 0.24 mmol) in pyridine (2 mL) at room temperature. The resulting mixture was heated to 80° C. and stirred for overnight, then cooled to room temeperature and subjected to standard aqueous workup. The crude residue was purified on silica gel (0-60% EtOAc in hexanes) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000025B2
Source datasetuspto-grants-2015_04
ORD IDord-447185436aba4fadaa15fa742749b716
Source noteuspto-grants-2015_04