HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035922Generated: October 30, 2026
Sodium Carbonate → 3-(4-Phenoxyphenyl)pyridin-2-amine
https://huagongshe.com/reaction/2035922
Participants
| Role | Name | HCID | Charge |
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| 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 | 89.2% |
Reaction Steps
A mixture of 4-phenoxyphenylboronic acid (40.2 g), 3-bromopyridin-2-amine (25 g), tetrakis(triphenylphosphine)palladium(0) (5.01 g) and sodium carbonate (30.6 g) in DME (722 mL) and water (145 mL) was stirred at 80° C. under N2 for 20 hr. NH silica gel was added and the mixture was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with EtOAc in hexane) to give a white solid. The solid was crystallized from EtOAc and hexane to give the title compound (33.8 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575154B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-13e5caf59b1b4221a226aea9eb38c79a |
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| Source note | uspto-grants-2013_11 |
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