HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454964Generated: October 30, 2026
Ammonium Chloride → 1-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one
https://huagongshe.com/reaction/1454964
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one | HCID 57531229 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(6-Chloropyridazin-3-yl)-1-(2,6-difluorophenyl)but-3-yn-2-one | HCID 57531233 | 132% |
Reaction Steps
To a solution of 1-(6-chloropyridazin-3-yl)-1-(2,6-difluorophenyl)-4-(trimethylsilyl)but-3-yn-2-one (9.6 g, 26.4 mmol) in THF (200 mL) was added TBAF (32.9 mL, 32.9 mmol) at 0° C. After stirring at 0° C. for 15 min, the reaction was poured into aqueous NH4Cl, and extracted with EtOAc. The combined organic layers were washed with 1N HCl, brine, dried over MgSO4, and concentrated to an oil. The crude product was purified by silica gel chromatography (hexanes/CH2Cl2) to give title compound (10.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07482345B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-2569b45983884ea38e166400524385bf |
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| Source note | uspto-grants-2009_01 |
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