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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095746Generated: October 27, 2026

Cesium carbonate → Tert-butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1095746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantDimethylacetamideHCID 31374—
ReactantTert-butyl cis-3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylateHCID 52324470—
Reactant2-(7-(Pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-olHCID 66781509—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylateHCID 6678153546%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-ol (30.2 mg, 0.089 mmol), tert-butyl cis-3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (39.8 mg, 0.134 mmol) and Cs2CO3 (43.6 mg, 0.134 mmol) in DMA (7.78 mg, 0.089 mmol) was heated to 100° C. for 1 hour. The reaction mixture was cooled to ambient temperature and diluted with water and EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by preparative TLC, eluting with 10% MeOH 0.5% NH4OH in DCM to provide the desired product (22 mg, 46% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138181B2
Source datasetuspto-grants-2012_03
ORD IDord-2625319addc44996880546f069b665da
Source noteuspto-grants-2012_03