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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1790124Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1790124

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt4-Benzyloxyphenylacetic acidHCID 81033—
Edukt1-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-6-ylamineHCID 11276288—
EduktEthyldimethylpropylcarbodiimide hydrochlorideHCID 22992078—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-(benzyloxy)phenyl)-N-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-6-yl)acetamideHCID 11775399—

Reaktionsschritte

A mixture of 1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-6-ylamine (48 mg, 0.21 mmol), (4-benzyloxy-phenyl)-acetic acid (50 mg, 0.21 mmol), ethyldimethylpropylcarbodiimide hydrochloride (47 mg g, 0.25 mmol), N-hydroxybenzotriazole (33 mg, 0.25 mmol), N-methyl morpholine (50 mg, 0.50 mmol) in 2 mL of DMF was shaken for 6 hours. The mixture was concentrated under reduced pressure, the residue was dissolved in 1.5 mL of a 1:1 mixture of dimethyl sulfoxide/methanol and purified by preparative reverse-phase HPLC. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.62 (m, 4H), 2.44 (m, 4H), 2.82 (t, 2H, J=6.78), 3.60 (s, 2H), 4.38 (t, 2H, J=6.78), 5.09 (s, 2H), 6.97 (m, 2H), 7.11–7.45 (m, 8H), 7.65 (m, 1H), 7.93 (m, 1H), 8.12 (s, 1H), 10.27 (s, 1H); MS (DCI/NH3) m/z 455 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07071182B2
Quelldatensatzuspto-grants-2006_07
ORD IDord-7df9f99af20b46018cd803d40e6ad47b
Quellennotizuspto-grants-2006_07