HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1029193Erstellt: 25. Oktober 2026
Diisopropylethylamine → 1-(5-tert-Butyl-2-m-tolyl-2H-pyrazol-3-yl)-3-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-urea
https://huagongshe.com/reaction/1029193
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | (5-tert-butyl-2-m-tolyl-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester | HCID 44598708 | — |
| Edukt | 1-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one | HCID 58168367 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water ethylacetate | HCID 22728543 | — |
| Produkt | 1-(5-tert-Butyl-2-m-tolyl-2H-pyrazol-3-yl)-3-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-urea | HCID 58168113 | 24,6% |
Reaktionsschritte
Compound 137 (50 mg, 0.16 mmol), (5-tert-butyl-2-m-tolyl-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester (80 mg, 0.20 mmol), and DIEA (0.08 mL, 0.49 mmol) were suspended in DMSO (2 mL), and stirred overnight at 60° C. The reaction solution was diluted with H2O/EtOAc, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was purified via Biotage eluting with a gradient of 25 to 100% EtOAc in hexanes to provide 230 (22 mg, 24% yield) as a tan solid. LC-MS (M+H=559, obsd.=559).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08735584B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-7611a6ea622f406a99ad5d5f8f59f140 |
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| Quellennotiz | uspto-grants-2014_05 |
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