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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42246Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/42246

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-Methoxy-4-methylbenzoic acidHCID 597164—
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]-4-methyl-2-(methyloxy)benzamideHCID 4454022316,3%

Reaktionsschritte

To a solution of 4-methyl-2-(methyloxy)benzoic acid (67 mg, 0.40 mmol) in DMF (1 ml) were added HATU (248 mg, 0.40 mmol) and DIPEA (0.211 mL, 1.21 mmol). The mixture was stirred for 30 mins under nitrogen before addition of 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.201 mmol). The reaction was stirred for 2 h then it was loaded onto PS-aminopropyl cartridge (5 g) 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 (1 ml; 1:1, v/v) and purified by Mass Directed Automated Preparative HPLC using method B. Solvent was evaporated under a stream of nitrogen to give title compound (13 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536169B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-f3a738058af44b96a6d517d617084b40
Quellennotizuspto-grants-2013_09