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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922075Generated: October 30, 2026

Cesium carbonate → HCID 67457395, compound

https://huagongshe.com/reaction/1922075

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 numberUS08173812B2
Source datasetuspto-grants-2012_05
ORD IDord-02b1e91343204b9eb1ef45c9965b7b80
Source noteuspto-grants-2012_05