HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786699Generated: October 30, 2026
Ethyl Acetate → 6-Pyridin-4-yl-4-(3-vinyl-1H-indol-2-yl)-2H-pyridazin-3-one
https://huagongshe.com/reaction/1786699
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-(3-Iodo-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one | HCID 135414454 | — |
| Catalyst | Tetraethylammonium Chloride | HCID 5946 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Pyridin-4-yl-4-(3-vinyl-1H-indol-2-yl)-2H-pyridazin-3-one | HCID 135525514 | — |
Reaction Steps
A mixture of 104 mg 4-(3-Iodo-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one (example 25), 123 mg tributyl(vinyl)tin, 41 mg tetraethylammonium-chloride and 9 mg bis(triphenylphosphine)palladium(II) chloride in DMF is stirred at 80° C. for 40 min. After cooling to room temperature, 4 ml aqueous potassium fluoride solution (30%) are added and the mixture stirred for 30 min at room temperature before extraction with EtOAc. The organic layer is dried over MgSO4 and the solvent evaporated prior to purification of the crude product by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% HCOOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07507734B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-4c08ebff04e74637bf2cec2accec9dc6 |
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| Source note | uspto-grants-2009_03 |
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