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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095747Generated: November 2, 2026

Trifluoroacetic acid → 8-(trans-3-Fluoropiperidin-4-yloxy)-2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinoline

https://huagongshe.com/reaction/1095747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylateHCID 66781535—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product8-(trans-3-Fluoropiperidin-4-yloxy)-2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolineHCID 6678158031%

Reaction Steps

tert-Butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate (22 mg, 0.041 mmol) was added to 2 ml DCM at ambient temperature. TFA (2 mL) was added and the reaction was stirred for 1 hour, then diluted with DCM and water. The mixture was washed with 1N NaOH amine and extracted with DCM, followed by extraction with 20% IP A/Chloroform. The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by preparative TLC, eluting with 15% MeOH/0.5% NH4OH in DCM to provide the desired product as a film (5.6 mg, 31% yield). MS APCI (+) m/z 440.1 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138181B2
Source datasetuspto-grants-2012_03
ORD IDord-d19d0b46e86044ca8ada5247f96c8f2d
Source noteuspto-grants-2012_03