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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206109Generated: November 4, 2026

Sodium Carbonate → HCID 131735834, compound

https://huagongshe.com/reaction/2206109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
ReactantHCID 131735833HCID 131735833—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 131735834HCID 13173583489.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3-bromo-7-methoxy-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-c]pyridine-4-carbonitrile (1.30 g) in toluene (17 mL) were added 2-dicyclohexyl phosphino-2′,4′,6′-triisopropylbiphenyl (0.486 g), tris(dibenzylideneacetone)dipalladium(0) (0.311 g), (2-methylphenyl)boronic acid (0.693 g) and 2M aqueous sodium carbonate solution (5.10 mL) at room temperature, and the mixture was stirred at 90° C. for 3 hr. The reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane). The obtained fraction was treated with activated carbon, and concentrated under reduced pressure to give the title compound (1.20 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-e0eac781cc234aadba06799c601ca994
Source noteuspto-grants-2016_06