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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389093Erstellt: 23. Oktober 2026

Methylamine → N,1-dimethyl-1H-indazole-3-carboxamide

https://huagongshe.com/de/reaction/389093

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethylamineHCID 6329—
Edukt1H-Indazole-3-carboxylic acid, 1-methyl-HCID 689105—
Edukt4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 2734059—
LösungsmittelMethanolHCID 887—
ProduktN,1-dimethyl-1H-indazole-3-carboxamideHCID 2259380964,9%

Reaktionsschritte

1-methyl-1H-indazole-3-carboxylic acid (2.64 g) was mixed with methanol (20 ml) and 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (4.57 g) and methylamine (40% methanol solution, 2.0 ml) were added thereto at room temperature. After stirring at room temperature for 14 hours, the reaction solution was concentrated under reduced pressure. The residue was diluted with ethyl acetate, and the organic layer was washed with water-saturated brine (1:1) and further saturated brine in this order. The organic layer was dried over anhydrous sodium sulfate and was then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20-50:50) to obtain N,1-dimethyl-1H-indazole-3-carboxamide (1.84 g) as a colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08377923B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-bd0a9a070e2d4505aaacb1e4592f208c
Quellennotizuspto-grants-2013_02