Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42247Erstellt: 23. Oktober 2026

Diisopropylethylamine → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-5-methyl-2-(methyloxy)benzamide

https://huagongshe.com/de/reaction/42247

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt2-Methoxy-5-methylbenzoic acidHCID 520167—
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]-5-methyl-2-(methyloxy)benzamideHCID 44540224—

Reaktionsschritte

To a solution of 5-methyl-2-(methyloxy)benzoic acid (67 mg, 0.40 mmol) in DMF (1 ml), HATU (248 mg, 0.40 mmol) and DIPEA (156 mg, 1.208 mmol) were added. The reaction was stirred for 30 mins under nitrogen before addition of 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.20 mmol). The reaction was stirred for 3 h 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 (1 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. The residue was dissolved in DMSO and further purified by HPLC using the following conditions:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536169B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-418e8f9161d04a56b0b204662184b67a
Quellennotizuspto-grants-2013_09