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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1790142Erstellt: 25. Oktober 2026

4-Methylmorpholine → 2-(4-benzyloxy-phenyl)-N-[1-(2-dimethylamino-ethyl)-1H-indazol-6-yl]-acetamide

https://huagongshe.com/reaction/1790142

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt4-Benzyloxyphenylacetic acidHCID 81033—
Edukt1-[2-(Dimethylamino)ethyl]-1h-indazol-6-amineHCID 18796475—
EduktEthyldimethylpropylcarbodiimide hydrochlorideHCID 22992078—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-benzyloxy-phenyl)-N-[1-(2-dimethylamino-ethyl)-1H-indazol-6-yl]-acetamideHCID 1175073095%

Reaktionsschritte

A mixture of 1-(2-dimethylamino-ethyl)-1H-indazol-6-ylamine (484 mg, 2 mmol), 4-benzyloxy-phenylacetic acid (200 mg, 2 mmol), ethyldimethylpropylcarbodiimide hydrochloride (460 mg, 2.4 mmol), N-hydroxybenzotriazole (324 mg, 2.4 mmol), and N-methyl morpholine (513 mg, 4.8 mmol) in DMF (15 mL) was stirred at room temperature for 6 hours and concentrated under reduced pressure The residue was purified by flash chromatography (Silica gel, ethyl acetate/triethylamine, 30/1) to provide the title compound as a pale yellow solid (95%). 1H NMR (300 MHz, DMSO-d6) ppm 2.15 (s, 6H), 2.66 (t, J=6.44, 2H), 3.60 (s, 2H), 4.35 (t, J=6.44, 2H), 5.09 (s, 2H), 6.98 (d, J=8.82, 2H), 7.14 (m, 1H), 7.25–7.45 (m, 6H), 7.65 (m, 1H), 7.94 (m, 1H), 7.94 (s, 1H), 7.95 (s, 1H), 8.12 (s, 1H); MS (DCI/NH3) m/z 429 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07071182B2
Quelldatensatzuspto-grants-2006_07
ORD IDord-fff2b7e8a5fd4546beaa9b700e84e723
Quellennotizuspto-grants-2006_07