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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218458Erstellt: 23. Oktober 2026

1,1'-Carbonyldiimidazole → N-Methoxy-N-methyl-1H-indazole-3-carboxamide

https://huagongshe.com/de/reaction/218458

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktIndazole-3-carboxylic acidHCID 78250—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-Methoxy-N-methyl-1H-indazole-3-carboxamideHCID 1603686781,4%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

3-Carboxyindazole (10 g, 61.7 mmol) in DMF (100 mL) was treated with carbonyldiimidazole (11 g, 67.84 mmol) at rt with gas evolution for 15 min, after which the reaction mixture was heated up to 65° C. for 2 hours. After cooling to rt, N,O-dimethylhydroxyamine-HCl (4.14 g, 67.8 mmol) was added and the mixture was heated to 65° C. overnight. The reaction was cooled, quenched with water, extracted with CH2Cl2 and washed with water. The combined organic phase was dried and concentrated to afford N-methoxy-N-methyl-1H-indazole-3-carboxamide (10.3 g, 81.4%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198456B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-c678d9ae3a624567bfad52efe9f10168
Quellennotizuspto-grants-2012_06