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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868908Generated: October 30, 2026

Sodium Carbonate → HCID 54755133, compound

https://huagongshe.com/reaction/868908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantThiophene-3-boronic acidHCID 581760—
ReactantHCID 70096270HCID 70096270—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54755133HCID 5475513317.8%

Reaction Steps

A suspension of 2-(2-(4-bromo-1-methyl-1H-imidazol-2-yl)ethyl)quinoline (0.31 g, 0.980 mmol), thiophen-3-ylboronic acid (0.25 g, 1.960 mmol), and Pd(PPh3)4 (0.022 g, 0.441 mmol) in 1,4-dioxane (6 mL) under N2 was stirred at room temperature for 0.5 h and then Na2CO3 (0.3105 g, 2.94 mmol) in water (1 mL) was added. The mixture was refluxed overnight. The mixture was then cooled to room temperature and partitioned between water and ethyl acetate (EtOAc). The separated organic layer was dried, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to afford 55.6 mg of the desired compound. LC-MS: m/z 320 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969349B2
Source datasetuspto-grants-2015_03
ORD IDord-a3964d072ca74c939574b1247a29a132
Source noteuspto-grants-2015_03