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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13155Erstellt: 24. Oktober 2026

Cesium carbonate → (1R,2S)-1-(1-(4-chlorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-amine

https://huagongshe.com/de/reaction/13155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(1R,2S)-2-Amino-1-(3-methoxyphenyl)-1-propanolHCID 28743837—
Edukt1-(4-chlorophenyl)-5-iodo-1H-indazoleHCID 59339754—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelButyronitrileHCID 8008—
Produkt(1R,2S)-1-(1-(4-chlorophenyl)-1H-indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-amineHCID 59339670—

Reaktionsschritte

The subtitle compound was prepared analogous to the method described in Example 6 (step 6a). Starting from the hydrochloride salt of (1R,2S)-2-amino-1-(3-methoxyphenyl)propan-1-ol (6b) (0.88 g, 4.04 mmol), 1-(4-chlorophenyl)-5-iodo-1H-indazole (1.720 g, 4.85 mmol), CuI (0.154 g, 0.81 mmol) and cesium carbonate (3.95 g, 12.13 mmol) in butyronitrile (14 mL) stirred at +110° C. for 16 h. Work up and final purification by HPLC was followed by extraction of product into EtOAc from basic water solution, evaporation of solvents gave the subtitle compound as a sticky oil. Yield 490 mg (29%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728030B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-a33657903a8b403980a87d7a1a8d5057
Quellennotizuspto-grants-2010_06