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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1857605Erstellt: 27. Oktober 2026

Sodium cyanoborohydride → 7-chloro-3-(3,5-dimethylphenyl)-4-{1-[4-(4-methoxyphenyl)-butyl]-piperidin-2-yl-methoxy}-1H-quinolin-2-one

https://huagongshe.com/reaction/1857605

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium cyanoborohydrideHCID 5003444—
Edukt4-(4-Methoxyphenyl)butanalHCID 10487555—
Edukt7-chloro-3-(3,5-dimethylphenyl)-4-(piperidin-2-yl-methoxy)-1H-quinolin-2-oneHCID 22130005—
KatalysatorAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt7-chloro-3-(3,5-dimethylphenyl)-4-{1-[4-(4-methoxyphenyl)-butyl]-piperidin-2-yl-methoxy}-1H-quinolin-2-oneHCID 54032571—

Reaktionsschritte

To a solution of 7-chloro-3-(3,5-dimethylphenyl)-4-(piperidin-2-yl-methoxy)-1H-quinolin-2-one (prepared essentially as described in Example 10, 34 mg in 3.0 mL dry methanol) was added 18 mg of 4-(4-methoxyphenyl)-butyraldehyde, 150 mg powdered 4 Å molecular sieves and one drop of acetic acid. After 30 minutes, 0.13 mL of a 1M solution of sodium cyanoborohydride in tetrahydrofuran was added and the mixture stirred at room temperature for 18 hours. At this time the reaction mixture was filtered through diatomaceous earth and the filtrate concentrated in vacuo. Purification by flash chromatography on silica gel (chloroform:methanolic ammonium hydroxide, 97:3) gave the title compound, 39 mg.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06147088
Quelldatensatzuspto-grants-2000_11
ORD IDord-4b565d37fcf64e1fbf76b1d070a774de
Quellennotizuspto-grants-2000_11