HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30799Generated: October 25, 2026
Sodium Carbonate → 4-(2-Chloro-5-nitrophenyl)-3-fluoropyridine
https://huagongshe.com/reaction/30799
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-1-chloro-4-nitrobenzene | HCID 2735549 | — |
| Reactant | 3-Fluoropyridine-4-boronic acid | HCID 2779353 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | 4-(2-Chloro-5-nitrophenyl)-3-fluoropyridine | HCID 69004877 | — |
Reaction Steps
A mixture of DME: H2O (3:1) was degassed with N2 for one half hour. 2-bromo-1-chloro-4-nitrobenzene (1 eq) added and degassed for another 10 minutes. 1,1′-bis(diphenylphosphino)ferrocene palladium(II)chloride (0.05 eq), 3-fluoropyridin-4-yl-4-boronic acid (1 eq), and sodium carbonate (3 eq) were then added and stirred at 100° C. for 16 hours. Reaction then concentrated and partitioned between ethyl acetate and water. Organic layer washed with brine, dried over sodium sulfate and concentrated. Purification on silica gel, 10% ethyl acetate in hexanes to yield 4-(2-chloro-5-nitrophenyl)-3-fluoropyridine. HPLC=4.57 min; MS: MH+=253.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07423150B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-fce066cc340a4762809cfb377897da76 |
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| Source note | uspto-grants-2008_09 |
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