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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944286Generated: October 30, 2026

Cesium carbonate → HCID 67457395, compound

https://huagongshe.com/reaction/1944286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl carbamateHCID 77922—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 66717642HCID 66717642—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventAcetic AcidHCID 176—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67457395HCID 6745739525.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of [3-(4-bromobenzyl)-4-difluoromethoxy-2-ethyl-8-fluoroquinolin-5-yloxy]acetic acid methyl ester (0.40 g), carbamic acid tert-butyl ester (0.19 g), tris(dibenzylideneacetone)dipalladium(0) (0.073 g), Xantphos (0.014 g), cesium carbonate (0.58 g) and 1,4-dioxane (5.0 mL) was heated at 100° C. for 10 hours. The mixture was cooled to room temperature, acidified by the addition of glacial acetic acid and partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of dichloromethane and ethyl acetate (1:0 to 10:1 by volume) gave title compound as a yellow gum (0.11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394830B2
Source datasetuspto-grants-2013_03
ORD IDord-0c34f0aa35ee42bf93dceb01e8e34e46
Source noteuspto-grants-2013_03