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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2119625Erstellt: 26. Oktober 2026

4-[(4-benzylphenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acid → 7-Benzyl-1-methyl-1,4-dihydro-pyrazolo[4,3-b]quinolin-9-one

https://huagongshe.com/reaction/2119625

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-[(4-benzylphenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acidHCID 23442311—
LösungsmittelPhosphorus oxychlorideHCID 24813—
Produkt7-Benzyl-1-methyl-1,4-dihydro-pyrazolo[4,3-b]quinolin-9-oneHCID 985715084,4%

Reaktionsschritte

A mixture of 4-[(4-benzylphenyl)amino]-1-methyl-1H-pyrazole-5-carboxylic acid (EXAMPLE 11, step 1, 4.86 g, 15.81 mmol) in phosphorus oxychloride (40 ml) was refluxed for 3 h. After cooling to room temperature, the mixture was concentrated and dried in vacuo. The mixture was dissolved in ethyl acetate (300 ml), washed with water (100 ml) and saturated aqueous sodium bicarbonate (100 ml×2) and dried over magnesium sulfate. Removal of solvent gave the dark red residue, which was chromatographed on a column of silica gel eluting with ethyl acetate/hexane (1/3) to afford 3.86 g (79%) of the title compound as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06686373B2
Quelldatensatzuspto-grants-2004_02
ORD IDord-1a7709c33ba34c6d86aaaa5e3f9ac4e8
Quellennotizuspto-grants-2004_02