HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1513803Erstellt: 26. Oktober 2026
Dichloromethane → 6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)difluoromethyl)-3-(2-methoxyethoxy)quinoline
https://huagongshe.com/reaction/1513803
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | 1,2-Dimethoxyethane | HCID 8071 | — |
| Edukt | N'-(6-chloropyridazin-3-yl)-2,2-difluoro-2-(3-(2-methoxyethoxy)quinolin-6-yl)acetohydrazide | HCID 57691306 | — |
| Katalysator | Hydrochloric Acid | HCID 313 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)difluoromethyl)-3-(2-methoxyethoxy)quinoline | HCID 57691391 | 56,2% |
Reaktionsschritte
A sealable microwave vial was charged with N′-(6-chloropyridazin-3-yl)-2,2-difluoro-2-(3-(2-methoxyethoxy)quinolin-6-yl)acetohydrazide (46.98 mg, 111 μmol), 1,2-dimethoxyethane (1.5 mL), and 1 drop of conc. HCl. The vial was sealed and heated at 130° C. for 40 min. The solution was concentrated and purified by MPLC (Teledine Isco combiFlash Companion). The residue was taken up in minimal CH2Cl2 and absorbed onto a 5 g loading cartridge and passed through a Redi-Sep® pre-packed silica gel column (12 g) using 98:2 CH2Cl2: MeOH to 90:10 CH2Cl2:MeOH to afford 6-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)difluoromethyl)-3-(2-methoxyethoxy)quinoline (25.3 mg, 56.2% yield) as a colorless solid. LRMS (ESI) m/z calcd for C18H15ClF2N5O2 (M+H) 406.1. found 406.2.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08217177B2 |
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| Quelldatensatz | uspto-grants-2012_07 |
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| ORD ID | ord-147a631b1f444cd3b8f2f5a582431f26 |
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| Quellennotiz | uspto-grants-2012_07 |
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