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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923757Generated: October 31, 2026

Sodium Carbonate → HCID 86708212, compound

https://huagongshe.com/reaction/923757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridineHCID 67982033—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
ProductHCID 86708212HCID 8670821265.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (350 mg) and 1,4-dioxane (5 ml), 3-fluorophenylboronic acid (150 mg), sodium carbonate (320 mg), and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (22 mg) were sequentially added. The mixture was heated to 80° C. and stirred with heating for 8 hours. Into the mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 240 mg of 2-(2-ethylsulfanylphenyl)-6-(3-fluorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 61).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-103cddb7cc3f44bf987eaa5c06d2ea67
Source noteuspto-grants-2016_03