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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1434585Erstellt: 25. Oktober 2026

PyBOP → 5-Fluoro-1-methyl-3-{[4-(4-{[3-(1-piperidinyl)propyl]oxy}phenyl)-1-piperazinyl]carbonyl}-1H-indole

https://huagongshe.com/reaction/1434585

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyBOPHCID 2724699—
Edukt1-[4-(3-Piperidin-1-ylpropoxy)phenyl]piperazineHCID 9924013—
Edukt5-fluoro-1-methyl-1H-indole-3-carboxylic acidHCID 18385102—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-Fluoro-1-methyl-3-{[4-(4-{[3-(1-piperidinyl)propyl]oxy}phenyl)-1-piperazinyl]carbonyl}-1H-indoleHCID 5793584715,2%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

A solution of 5-fluoro-1-methyl-1H-indole-3-carboxylic acid [WO 0071537 A1] (35 mg) and 1-(4-{[3-(1-piperidinyl)propyl]oxy}phenyl)piperazine (D11) (50 mg) in dichloromethane (1 ml) was treated with benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate (94.4 mg) and heated in a microwave (CEM™ Discover microwave) at 120° C. for 5 min. The reaction mixture was concentrated in vacuo and purified on a SCX cartridge (2 g) eluting with methanol-aqueous ammonia (10:1) followed by mass directed auto preparative HPLC to give the title compound (12 mg). LCMS RT=2.49 min, 478 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07615550B2
Quelldatensatzuspto-grants-2009_11
ORD IDord-81824e8f11314bc1a7d9ea2905217a3d
Quellennotizuspto-grants-2009_11