HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916724Generated: October 25, 2026
Sodium Carbonate → 4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-2-methyl-but-3-yn-2-ol
https://huagongshe.com/reaction/1916724
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | p-Chlorophenylboric acid | HCID 17810664 | — |
| Reactant | 4-(5-Bromo-pyridin-2-yl)-2-methyl-but-3-yn-2-ol | HCID 22502471 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-2-methyl-but-3-yn-2-ol | HCID 69077452 | — |
Reaction Steps
Under an argon atmosphere 3 mL 2 M Na2CO3 solution and 173 mg (0.15 mmol) tetrakis-triphenylphosphane-palladium are added to a solution of 720 mg (3.0 mmol) 4-(5-bromo-pyridin-2-yl)-2-methyl-but-3-yn-2-ol and 593 mg (3.6 mmol) 4-chlorophenyl-boric acid in 60 mL 1,4-dioxane and the reaction mixture is stirred for 18 h at 85° C. The mixture is evaporated down i. vac., the residue is combined with water, extracted exhaustively with EtOAc, the organic phase is washed with water and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, PE/EtOAc 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618132B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-3f069d70169b475c9c67d3df485d8442 |
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| Source note | uspto-grants-2013_12 |
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