HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622600Generated: October 30, 2026
Sodium Carbonate → 3-(4-Phenoxyphenyl)pyridin-2-amine
https://huagongshe.com/reaction/1622600
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3-bromopyridine | HCID 817700 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-(4-Phenoxyphenyl)pyridin-2-amine | HCID 65551209 | 97.1% |
Reaction Steps
A mixture of sodium carbonate (1.905 g), tetrakis(triphenylphosphine)palladium(0) (519 mg), 4-phenoxyphenylboronic acid (2.5 g) and 3-bromopyridin-2-amine (1.555 g) in 1,2-dimethoxyethane (60 mL) and water (12 mL) was stirred overnight at 80° C. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.289 g) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778934B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-c133c9cf22d04523b0c321664423ed7d |
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| Source note | uspto-grants-2014_07 |
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