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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271525Erstellt: 26. Oktober 2026

Acetic Acid → 5-{5-[1-(2-Methoxyethyl)-piperidin-4-yl]-2-pyridin-4-yl-furan-3-yl}-indan-1-one oxime

https://huagongshe.com/reaction/271525

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktMethoxyacetaldehydeHCID 91563—
EduktTrimethylammonium cyanoborohydrideHCID 131727185—
Edukt5-(5-Piperidin-4-yl-2-pyridin-4-yl-furan-3-yl)-indan-1-one oximeHCID 136341913—
LösungsmittelMethanolHCID 887—
Produkt5-{5-[1-(2-Methoxyethyl)-piperidin-4-yl]-2-pyridin-4-yl-furan-3-yl}-indan-1-one oximeHCID 13634191260%

Reaktionsschritte

A mixture of the product of Example 31 (0.149 g, 0.4 mmol), methoxy-acetaldehyde (0.037 g, 0.5 mmol) (E. M. Acton et al, J. Med. Chem., 1986, 29, 2074) and polymer bound trimethylammonium cyanoborohydride (200 mg, 0.8 mmol, 4 mmol/g) in methanol (5 ml) containing acetic acid (0.2 ml) was stirred at room temperature for 24 hours. The reaction mixture was then filtered and the resin washed with methanol. The filtrate was concentrated in vacuo and the residue purified by silica gel chromatography eluting with a 1:9:90 mixture of 0.880 ammonia solution:ethanol:chloroform to give the title compound (0.103 g, 60%); MS(ES+) m/e 432 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452906B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-42944ea4f34f411cacf759b93aef9564
Quellennotizuspto-grants-2008_11