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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 641007Erstellt: 23. Oktober 2026

Thionyl Chloride → HCID 86610438, Verbindung

https://huagongshe.com/de/reaction/641007

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
Edukt1,3,5-trimethyl-1H-pyrazole-4-carboxylic acidHCID 736514—
Edukt6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-oneHCID 59256478—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 86610438HCID 8661043856%

Reaktionsbedingungen

Temperatur79 °C

Reaktionsschritte

A dry flask was charged with 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid (0.122 g, 0.791 mmol) and thionyl chloride (5 mL) and allowed to stir at 79° C. for 3 h. The thionyl chloride was then removed by concentration in vacuo. The crude acid chloride was cooled to room temperature, and then dissolved in THF (8 mL). 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 40, 0.200 g, 0.793 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux overnight. The reaction mixture was then allowed to cool to room temperature and subsequently vacuum filtered. The solid was washed with 0° C. THF (˜5 mL) and collected to afford the 1,3,5-Trimethyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide as a solid (0.169 g, 0.440 mmol, 56%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07692005B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-c8979130d9604cbf93eb3cdabad0be2f
Quellennotizuspto-grants-2010_04