Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192163Generated: October 30, 2026

Chlorosuccinimide → N-{4-[(3-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}-2,2,2-trifluoroacetamide

https://huagongshe.com/reaction/2192163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantSodium BicarbonateHCID 516892—
Reactant2,2,2-trifluoro-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]acetamideHCID 59740994—
SolventTetrahydrofuranHCID 8028—
ProductN-{4-[(3-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}-2,2,2-trifluoroacetamideHCID 59741002—

Reaction Steps

233 mg (1.75 mmol) of N-chlorosuccinimide are added to a solution of 540 mg (1.59 mmol) of 2,2,2-trifluoro-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]acetamide in anhydrous tetrahydrofuran (20 ml). The solution is stirred overnight. 20 ml of a saturated sodium bicarbonate solution are added, and the mixture is extracted with ethyl acetate (two times 20 ml). The combined organic phases are washed with a saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated. This gives a solid which is not purified any further.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329716B2
Source datasetuspto-grants-2012_12
ORD IDord-e0126ef5faa7409eb5e9ac3520ab71bb
Source noteuspto-grants-2012_12