HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105451Generated: October 31, 2026
3,6-Dichloropyridazine → 3-Chloro-6-(2-fluoro-4-methyl-phenyl)-pyridazine
https://huagongshe.com/reaction/2105451
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,6-Dichloropyridazine | HCID 67331 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | (2-Fluoro-4-methylphenyl)boronic acid | HCID 2783132 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-Chloro-6-(2-fluoro-4-methyl-phenyl)-pyridazine | HCID 11665739 | — |
Reaction Steps
To a solution of 3,6-dichloropyridazine (2.0 g, 13.42 mmole) in 1,4-dioxane (20 ml) are added Pd2(dba)3 (0.21 g, 0.2 mmole), P(tBu)3 (0.122 g, 0.6 mmole) in 1,4-dioxane (1 ml), KF (2.57 g, 44.3 mmole) and 2-fluoro-4-methylbenzeneboronic acid (step 31.1, 2.68 g, 17.45 mmole). The resulting mixture is heated at 120° C. for 48 h. The reaction mixture is filtered through celite and washed pad with EtOAc. The filtrate is washed with H2O, dried over MgSO4 (anhydrous) and evaporated under reduced pressure to give a brown solid, which is purified by chromatography, affording the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579362B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-60a4fd48f0fb46798144e935b79a3254 |
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| Source note | uspto-grants-2009_08 |
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