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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218461Erstellt: 25. Oktober 2026

5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide → 5-Iodo-1H-indazole-3-carbaldehyde

https://huagongshe.com/reaction/218461

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamideHCID 20580738—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Iodo-1H-indazole-3-carbaldehydeHCID 17852003558,4%

Reaktionsschritte

To a solution of 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide (500 mg, 1.51 mmol), from Synthetic Preparation 6, in THF (10 mL) at 0° C. was added lithium aluminum hydride (61 mg, 1.66 mmol). After 30 min, the reaction was quenched by the slow addition of EtOAc followed by 0.4N NaHSO4, and extracted. The organic layer was washed with brine, dried, and concentrated. The crude product was purified by flash chromatography to give 5-iodo-1H-indazole-3-carboxaldehyde (240 mg, 58.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198456B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-5fc2b1c1673d47bf8439ad9dccac66dc
Quellennotizuspto-grants-2012_06