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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192478Generated: November 2, 2026

Water → HCID 86656167, compound

https://huagongshe.com/reaction/1192478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluorophenylboronic acidHCID 2734354—
ReactantHCID 86656165HCID 86656165—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86656167HCID 8665616778.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 7-{[methoxy(methyl)amino]carbonyl}quinolin-8-yl trifluoromethanesulfonate (0.15 g, 0.41 mmol) and (2-fluorophenyl)boronic acid (0.069 g, 0.49 mmol) in 1,4-dioxane (2 mL) was added 1 N solution of sodium carbonate (0.065 g, 0.62 mmol) in water (0.62 mL, 34 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.024 g, 0.020 mmol). The mixture was heated at 100° C. overnight. After cooling, the mixture was diluted with ethyl acetate, washed with water, dried over MgSO4, and concentrated and purified on silica gel (0-100% EtOAc in Hexane) to give the desired product (100 mg, 78%). LCMS calculated for C18H16FN2O2(M+H)+: m/z=311.1; found: 311.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-73e13cad9e5d4910a83ef3b5a86d68a2
Source noteuspto-grants-2014_03