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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922792Generated: November 1, 2026

Sodium Carbonate → HCID 89543977, compound

https://huagongshe.com/reaction/922792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 60209919HCID 60209919—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89543977HCID 89543977100%

Reaction Steps

Methyl 4-bromo-8-fluoroquinoline-2-carboxylate (7-3, 100.0 mg, 0.352 mmol), 4-Fluorophenylboronic acid (59.1 g, 0.422 mmol), Tetrakis (20.3 mg, 0.0180 mmol), and Na2CO3 (0.704 ml, 0.704 mmol) were added into 1,4-Dioxane (1.0 mL) in a microwave reaction vessel. The mixture was irradiated with microwave at 100° C. for 30 min. Cooled to room temperature, aqueous Sodium Hydrogen Carbonate (saturate, 2.0 mL) was added and extracted with Ethyl Acetate (2×10.0 mL). The combined organic fractions were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure to give 8-Fluoro-4-(4-fluorophenyl)quinoline-2-carboxylic acid (7-4, 100.0 mg, 100.0% crude). LRMS m/z (M+H)+ 286.2 found, 286.2 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278960B2
Source datasetuspto-grants-2016_03
ORD IDord-86ee2f559a2d4245aa3d7f7b60babfdf
Source noteuspto-grants-2016_03