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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85072Generated: October 31, 2026

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

https://huagongshe.com/reaction/85072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl 4-(4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperazine-1-carboxylateHCID 70115940—
SolventDichloromethaneHCID 6344—
Product3-(1H-indol-5-yl)-5-(4-(piperazin-1-ylmethyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 7011570198.5%

Reaction Steps

tert-butyl 4-(4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperazine-1-carboxylate (500 mg) was suspended in 6 mL of dichloromethane and treated with TFA (5 mL) and reacted for 30 minutes. The solvent was removed in vacuo and the residue washed with 1 N sodium hydroxide solution, water and brine and dried over MgSO4 to yield 418 mg of crude product that was used without further purification (562 M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846909B2
Source datasetuspto-grants-2014_09
ORD IDord-6118d83a52ee420dbefb084eaf4a8fdb
Source noteuspto-grants-2014_09