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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77410Erstellt: 23. Oktober 2026

Triphenylphosphine → 2-(3-chlorophenyl)-3-methyl-6-(quinuclidin-3-yloxy)quinazolin-4(3H)-one

https://huagongshe.com/de/reaction/77410

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt(+-)-3-QuinuclidinolHCID 15381—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Edukt2-(3-chlorophenyl)-6-hydroxy-3-methylquinazolin-4(3H)-oneHCID 69928721—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(3-chlorophenyl)-3-methyl-6-(quinuclidin-3-yloxy)quinazolin-4(3H)-oneHCID 5135331512,9%

Reaktionsschritte

To a solution of 2-(3-chlorophenyl)-6-hydroxy-3-methylquinazolin-4(3H)-one (Intermediate 33A) (100 mg, 0.35 mmol), 3-quinuclidinol (44 mg, 0.35 mmol) and triphenylphosphine (137 mg, 0.35 mmol) in tetrahydrofuran (2 mL) was added dropwise diisopropyl azodicarboxylate (0.103 mL, 0.52 mmol). The reaction was stirred for 20 h. The mixture was purified by scx cartridge (1 g) followed by acidic prep hplc then scx (500 mg) to afford 2-(3-chlorophenyl)-3-methyl-6-(quinuclidin-3-yloxy)quinazolin-4(3H)-one (18 mg, 0.045 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841289B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-8bfe56b1768448508a09fe381435f52e
Quellennotizuspto-grants-2014_09