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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85073Generated: October 31, 2026

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

https://huagongshe.com/reaction/85073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 46236050HCID 46236050—
SolventDichloromethaneHCID 6344—
Product3-(1H-indol-5-yl)-5-(4-(piperazin-1-ylmethyl)phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 86691659—

Reaction Steps

tert-butyl 4-(4-(3-(1H-indol-5-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperazine-1-carboxylate (63 mg) was suspended in dichloromethane (2 mL) and treated with TFA (2 mL). The resulting mixture was stirred for 90 minutes at room temperature, after which the solvent was removed in vacuo. The residue was dissolved in EtOAc and washed with 10% sodium hydroxide solution, water, and brine. The organic layer was dried over MgSO4, and the solvent was removed in vacuo. MPLC silica gel chromatography (0-20% MeOH in dichloromethane) provided an analytical sample (10 mg, 408 M+H) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846909B2
Source datasetuspto-grants-2014_09
ORD IDord-a1fb115957cd47b58394b55621ff5043
Source noteuspto-grants-2014_09