Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192473Generated: October 31, 2026

Water → HCID 86656164, compound

https://huagongshe.com/reaction/1192473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(3,5-Difluorophenyl)boronic acidHCID 2734338—
ReactantHCID 86656165HCID 86656165—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86656164HCID 8665616481.7%

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 (3,5-difluorophenyl)boronic acid (0.078 g, 0.49 mmol) in 1,4-dioxane (2 mL) was added 1 N solution of sodium carbonate 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. The residue was purified on silica gel (eluting with 0-80% EtOAc in Hexane) to give the desired product (110 mg, 81.4%). LCMS calculated for C18H15F2N2O2(M+H)+: m/z=329.1; found: 329.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680108B2
Source datasetuspto-grants-2014_03
ORD IDord-646de4f1d05b4b0782afa8981c801b94
Source noteuspto-grants-2014_03