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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42255Erstellt: 23. Oktober 2026

3-Methylbenzoic acid → N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-3-methylbenzamide

https://huagongshe.com/de/reaction/42255

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Methylbenzoic acidHCID 7418—
EduktDiisopropylethylamineHCID 81531—
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-methylbenzamideHCID 44540402—

Reaktionsschritte

3-Methylbenzoic acid (60 mg, 0.44 mmol) was treated with HATU (168 mg, 0.44 mmol) in DMF (0.750 mL) and DIPEA (0.15 mL, 0.86 mmol). The mixture was shaken for five minutes prior to treatment with 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.2 mmol) in DMF (0.350 mL) and was then left to stand at room temperature for 16 hrs. Solvent was removed in vacuo and the product re-dissolved in chloroform (0.3 mL) prior to application on to a pre-conditioned (methanol then chloroform) NH2 cartridge (1 g). Product was eluted after 2 hr with ethyl acetate/methanol (1:1, 3.2 mL), and concentrated under a stream of nitrogen using blow down apparatus. Purification by MDAP (Method C) afforded the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536169B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-0f9fc47f8c304901be6b41edb9604a18
Quellennotizuspto-grants-2013_09