HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921637Generated: October 31, 2026
Ethyl Acetate → 6-(Difluoro(6-(1-methyl-1H-pyrazol-4-yl)-1,2,4-triazolo(4,3-b)pyridazin-3-yl)methyl)quinoline
https://huagongshe.com/reaction/1921637
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine | HCID 54595607 | — |
| Reactant | 2,2-Difluoro-2-(quinolin-6-yl)acetohydrazide | HCID 58955250 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 6-(Difluoro(6-(1-methyl-1H-pyrazol-4-yl)-1,2,4-triazolo(4,3-b)pyridazin-3-yl)methyl)quinoline | HCID 46911863 | 62% |
Reaction Steps
A mixture of 3-chloro-6-(1-methyl-1H-pyrazol-4-yl)-pyridazine (step d) (4.57 g, 23.6 mmol) and difluoro-quinolin-6-yl-acetic acid hydrazide (step c) (5.60 g, 23.6 mmol) in n-butanol (125 mL) was heated to 130° C. overnight. The mixture was cooled to room temperature, followed by aqueous work up using AcOEt and a solution of K2CO3. The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was purified by flash column chromatography (first chromatography: CH2Cl2 100% and CH2Cl2/MeOH: 88/12 followed by another column with toluene/iPrOH/NH4OH: 85/15/2) to give the title compound (5.5 g, 62%). M.p=199.7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173654B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-dc1b0920ca0f40ddb553c589cc9ce157 |
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| Source note | uspto-grants-2012_05 |
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