HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059965Generated: October 26, 2026
Sodium Carbonate → 4-(4-Methoxypyridin-2-yl)-chlorobenzene
https://huagongshe.com/reaction/1059965
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 2-Bromo-4-methoxypyridine | HCID 4738484 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-Methoxypyridin-2-yl)-chlorobenzene | HCID 18631015 | 72.9% |
Reaction Steps
To a suspension of 2-bromo-4-methoxypyridine (1.21 g), 4-chlorophenylboronic acid (1.21 g) and tetrakis(triphenylphosphine)-palladium (372 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (7.74 ml). The mixture was stirred at 80° C. for 12 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. 2-Propanol was added to the residue. The precipitate was collected by filtration and dried under reduced pressure to give 4-(4-methoxypyridin-2-yl)-chlorobenzene (1.03 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06521643B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-7b4452f4ded145f882779aa1ceb51230 |
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| Source note | uspto-grants-2003_02 |
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