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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79527Generated: October 28, 2026

Trifluoroacetic acid → 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/79527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactanttert-Butyl 4-(5-(3-fluorophenyl)-1H-pyrrolo [2,3-b]pyridin-4-yl)piperazine-1-carboxylateHCID 68762149—
SolventDichloromethaneHCID 6344—
Product5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridineHCID 6876040295.8%

Reaction Steps

tert-Butyl 4-(5-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazine-1-carboxylate (0.162 g, 0.409 mmol) was placed in DCM (3 mL) at room temperature. TFA (0.3 mL) was then added, and the reaction was stirred at room temperature for 1 hour. The reaction was then concentrated to dryness, dissolved in minimal DCM, and added dropwise to a stirring solution of 1M HCl in ether. The solid product was filtered, washed with ether, and dried to give 5-(3-fluorophenyl)-4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine (0.116 g, 95.8% yield) as the dihydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-2e38ebf889ec4e24bc3cc34f7d60c37d
Source noteuspto-grants-2014_09