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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42249Erstellt: 24. Oktober 2026

Diisopropylethylamine → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-3-methyl-2-(methyloxy)benzamide

https://huagongshe.com/de/reaction/42249

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-Methoxy-3-methylbenzoic acidHCID 952396—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt6-(1H-indol-4-yl)-1H-indazol-4-amineHCID 58268019—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-3-methyl-2-(methyloxy)benzamideHCID 445403093,8%

Reaktionsschritte

DMF (1 ml) was added to 3-methyl-2-(methyloxy)benzoic acid (134 mg, 0.81 mmol) (Apin Chemicals), HATU (306 mg, 0.81 mmol) and DIPEA (0.422 ml, 2.417 mmol). The reaction was stirred for 30 mins under nitrogen before addition of 6-(1H-indol-4-yl)-1H-indazol-4-amine (100 mg, 0.403 mmol). The reaction was stirred under nitrogen at RT overnight, then it was loaded onto a PS-aminopropyl cartridge and left for 3 h. The cartridge was washed with 10% MeOH in DCM. Appropriate fractions were combined and the solvent was evaporated. The residue was dissolved in MeOH:DMSO (2 ml; 1:1, v/v) and purified by Mass Directed Automated Preparative HPLC using method B. The solvent was dried under a stream of nitrogen to give title compound (6 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536169B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-10cbc3aef8de4be1864a6886405e152c
Quellennotizuspto-grants-2013_09