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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894979Generated: October 31, 2026

Sodium Carbonate → HCID 58525566, compound

https://huagongshe.com/reaction/1894979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantMethyl 6-bromoquinoline-3-carboxylateHCID 53465709—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 58525566HCID 58525566—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a 2-5 mL microwave vial fitted with a stirbar was added methyl 6-bromoquinoline-3-carboxylate (Int-1, 0.15 g, 0.564 mmol), 4-chlorophenylboronic acid (0.114 g, 0.733 mmol), sodium carbonate (0.179 g, 1.69 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.0651 g, 0.056 mmol). The vial was capped and 1,4-dioxane (1.6 mL) and water (0.47 mL) were added by syringe. The mixture was purged with argon for 5 min. The contents of the vial were heated in a microwave at 150° C. for 30 min. The reaction mixture was cooled to room temperature and the vial was opened. The mixture was partitioned between ethyl acetate and water. The phases were separated and the aqueous phase was extracted twice with water. The extracts were combined, washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was used as obtained in the following step. LC-MS: (FA) ES+ 298.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513421B2
Source datasetuspto-grants-2013_08
ORD IDord-af13a7f6397e496c98a3575cbaddc531
Source noteuspto-grants-2013_08