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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1029173Erstellt: 26. Oktober 2026

Diisopropylethylamine → 1-(2-Hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-amide

https://huagongshe.com/reaction/1029173

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Edukt1-(2-Hydroxy-2-methylpropyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydropyrazole-4-carboxylic AcidHCID 53393430—
Edukt1-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-oneHCID 58168367—
Lösungsmittel1,4-DioxaneHCID 31275—
LösungsmittelWater ethylacetateHCID 22728543—
Produkt1-(2-Hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-amideHCID 5816806830,4%

Reaktionsschritte

Compound 137 (50 mg, 0.16 mmol), 1-(2-hydroxy-2-methyl-propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (57 mg, 0.26 mmol), BOP-Cl (63 mg, 0.25 mmol), and DIEA (0.08 mL, 0.49 mmol) were suspended in dioxane (2 mL), and stirred overnight at room temperature. The reaction mixture was diluted with EtOAc/H2O, and filtered through an Extrelut column. The column was washed with EtOAc and the filtrate was concentrated. The crude material was purified via Biotage eluting with a gradient of 0 to 10% MeOH in CH2Cl2 to provide 209 (28 mg, 30% yield) as a white solid. LC-MS (M+H=576, obsd.=576).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08735584B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-b6429d7bb64d4c8cb1f7e92751897dc1
Quellennotizuspto-grants-2014_05