HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916735Generated: October 27, 2026
Sodium Carbonate → 5-Bromo-2-(4-chlorophenyl)pyridine
https://huagongshe.com/reaction/1916735
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-2-iodopyridine | HCID 593690 | — |
| Reactant | p-Chlorophenylboric acid | HCID 17810664 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Bromo-2-(4-chlorophenyl)pyridine | HCID 13128383 | — |
Reaction Steps
Under an N2 atmosphere 11 mL 2 M Na2CO3 solution and 240 mg (0.21 mmol) tetrakis-triphenylphosphane-palladium are added to a solution of 3.00 g (10.6 mmol) 5-bromo-2-iodo-pyridine and 3.37 g (21.1 mmol) 4-chlorophenyl-boric acid in 60 mL 1,4-dioxane and 15 mL MeOH and the reaction mixture is heated to 110° C. for 3 h. The mixture is evaporated down i. vac., the residue is combined with 50 mL water, 10 mL 3% NH3 solution and 150 mL EtOAc, the organic phase is separated off and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc).
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-f1459f5f2dd94fb7962303a1d93132c3 |
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| Source note | uspto-grants-2013_12 |
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