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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (5-Acetylthiophen-2-yl)boronic acid | HCID 4143377 | — |
| Reactant | (6-Bromopyridin-2-yl)-(4-methylpyridin-2-yl)amine | HCID 58706668 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | 1-{5-[6-(4-Methylpyridin-2-ylamino)pyridin-2-yl]thiophen-2-yl}ethanone | HCID 58706810 | 36.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07803801B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-281f3d218879450fa3dd0ae2df0ff9c7 |
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| Source note | uspto-grants-2010_09 |
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