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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716530Generated: October 25, 2026

Water → 1-{5-[6-(4-Methylpyridin-2-ylamino)pyridin-2-yl]thiophen-2-yl}ethanone

https://huagongshe.com/reaction/1716530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant(5-Acetylthiophen-2-yl)boronic acidHCID 4143377—
Reactant(6-Bromopyridin-2-yl)-(4-methylpyridin-2-yl)amineHCID 58706668—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product1-{5-[6-(4-Methylpyridin-2-ylamino)pyridin-2-yl]thiophen-2-yl}ethanoneHCID 5870681036.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

A suspension of (6-bromopyridin-2-yl)-(4-methylpyridin-2-yl)amine (1.00 g, 3.79 mmol), 5-acetylthiophene-2-boronic acid (644 mg, 3.79 mmol), tetrakis triphenylphosphine palladium (440 mg, 0.38 mmol), sodium hydrogen carbonate (480 mg, 5.68 mmol) in dimethoxyethane-water (12 ml) was heated and stirred in an Ar stream at 130° C. for 12 hours. Water was added to the reaction solution and extracted with ethyl acetate. After the organic layer was washed with a saturated brine and dried over anhydrous magnesium sulfate, the residue obtained by concentration in vacuo was washed with tetrahydrofuran-ethyl acetate (1:1), dried, and the title compound (426 mg, 36%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803801B2
Source datasetuspto-grants-2010_09
ORD IDord-281f3d218879450fa3dd0ae2df0ff9c7
Source noteuspto-grants-2010_09