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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1844977Erstellt: 26. Oktober 2026

Water → 2-(3-isoquinolin-3-yl-ureido)-1H-benzoimidazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/1844977

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktIsoquinolin-3-AmineHCID 311869—
Eduktmethyl 2-amino-1H-benzo[d]imidazole-4-carboxylateHCID 24730367—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(3-isoquinolin-3-yl-ureido)-1H-benzoimidazole-4-carboxylic acid methyl esterHCID 66940371—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a stirring mixture of 1.0 g (5.2 mmol) of 2-amino-3H-benzoimidazole-4-carboxylic acid methyl ester (Intermediate A) and 0.86 g (5.2 mmol) of CDI in 3.0 mL of DMF was added 0.75 g (5.2 mmol) of Isoquinolin-3-ylamine. The reaction mixture was heated at 60° C. for 30 min, and then cooled to room temperature. 5.0 mL of water was added. The resulting solid was filtered washed with water (10 ml) and ether (10 mL), and dried to provide the 2-(3-isoquinolin-3-yl-ureido)-1H-benzoimidazole-4-carboxylic acid methyl ester as a solid which was hydrolyzed as described in general procedure B to provide 0.75 g (40%) of 2-(3-isoquinolin-3-yl-ureido)-1H-benzoimidazole-4-carboxylic acid. LCMS: 348 (M+1)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08946259B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-f173334f2707452eb55c6879cc5653fc
Quellennotizuspto-grants-2015_02