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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593616Generated: October 27, 2026

Trifluoroacetic acid → pyrrolidine-1-sulfonic acid 5-(6-chloro-1H-indol-2-yl)-pyridin-3-yl ester

https://huagongshe.com/reaction/593616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-2-[5-(pyrrolidine-1-sulfonyloxy)-pyridin-3-yl]-indole-1-carboxylic acid tert-butyl esterHCID 58215770—
SolventDichloromethaneHCID 6344—
Productpyrrolidine-1-sulfonic acid 5-(6-chloro-1H-indol-2-yl)-pyridin-3-yl esterHCID 58215684—

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Chloro-2-[5-(pyrrolidine-1-sulfonyloxy)-pyridin-3-yl]-indole-1-carboxylic acid tert-butyl ester is dissolved in DCM (2 mL), and the mixture is cooled to 0° C. TFA (2 mL) is added and the mixture is stirred at room temperature for 1 h. Saturated sodium bicarbonate is then added and the mixture is extracted with DCM. The organic layer is dried over sodium sulfate and concentrated in vacuo to afford pyrrolidine-1-sulfonic acid 5-(6-chloro-1H-indol-2-yl)-pyridin-3-yl ester as an oil which is taken onto the next step without further purification. MS (ESI) m/z 376.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242963B2
Source datasetuspto-grants-2016_01
ORD IDord-4d0baf2990584d7b86feafd3d1f1174a
Source noteuspto-grants-2016_01