HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747918Generated: November 2, 2026
Sodium Carbonate → 5-Chloro-3-[4-(cyclohexyloxy)phenyl]pyridin-2-amine
https://huagongshe.com/reaction/1747918
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Bromo-5-chloropyridin-2-amine | HCID 2763971 | — |
| Reactant | 4-Cyclohexyloxy-benzeneboronic acid | HCID 22289818 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-Chloro-3-[4-(cyclohexyloxy)phenyl]pyridin-2-amine | HCID 66824153 | 48.4% |
Reaction Steps
A mixture of sodium carbonate (307 mg), tetrakis(triphenylphosphine)palladium(0) (50.1 mg), 4-(cyclohexyloxy)phenylboronic acid (414 mg) and 3-bromo-5-chloropyridin-2-amine (300 mg) in DME (15 mL) and water (3 mL) was stirred at 80° C. for 5 hr. Silica gel was added and the mixture was concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (212 mg) as a yellow gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150591B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-4be74d00a68c40d48664f7cddb89d438 |
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| Source note | uspto-grants-2015_10 |
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