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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095718Generated: November 2, 2026

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

https://huagongshe.com/reaction/1095718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluoro-4-(methylsulfonyloxymethyl)-1-piperidinecarboxylic acid tert-butyl esterHCID 22248402—
ReactantHCID 66781369HCID 66781369—
SolventDimethylacetamideHCID 31374—
ProductTert-butyl 4-fluoro-4-((2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)methyl)piperidine-1-carboxylateHCID 6678215913.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

2-(7-(2-Methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-ol (0.050 g, 0.149 mmol) was dissolved in DMA (0.5 mL) and treated with Cs2CO3 (0.097 g, 0.29 mmol). After stirring for several minutes, tert-butyl 4-fluoro-4-((methylsulfonyloxy)methyl)piperidine-1-carboxylate (0.053 g, 0.171 mmol) was added. The mixture was heated to 90° C. for 40 hours. The entire reaction mixture was applied to a SiO2 column and eluted with a gradient from 1-20% (6% NH4OH in MeOH)/ethyl acetate to provide the desired product (11 mg). MS ESI (+) m/z 551.1 (M+1) detected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138181B2
Source datasetuspto-grants-2012_03
ORD IDord-dff27a7891fc496eb809885b724128b8
Source noteuspto-grants-2012_03