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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12753Erstellt: 24. Oktober 2026

Sodium Iodide → 5-phenyl-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo-[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochloride

https://huagongshe.com/de/reaction/12753

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktAmmonium ChlorideHCID 25517—
Edukt1-(3-chloropropyl)-5-phenyl-2,4(1H,3H)-pyrimidinedioneHCID 58994186—
Edukt(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexaneHCID 59337591—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-phenyl-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo-[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochlorideHCID 6869349388,9%

Reaktionsschritte

A mixture of (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (Prep4, 40 mg) 1-(3-chloropropyl)-5-phenyl-2,4(1H,3H)-pyrimidinedione (Prep 4, 55 mg), TEA (0.050 mL) and NaI cat. Amount, in DMF (0.5 mL) was heated at 100° C. for 24 hours. Aqueous saturated NH4Cl solution was then added to the mixture and then it was extracted with DCM. The organic phase was dried and concentrated in vacuo. The crude product was purified by a SCX cartridge to give 77 mg of the title compound as free base. HCl (1M in diethyl ether) was added to a solution of the free base in dichloromethane. The mixture was evaporated and the residue triturated with diethyl ether to give the title compound (78 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6ec9f3d9adb8408a88df599667c67d5b
Quellennotizuspto-grants-2010_06