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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 588525Erstellt: 25. Oktober 2026

Phenyl isocyanate → (R)-1-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-phenylurea

https://huagongshe.com/reaction/588525

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenyl isocyanateHCID 7672—
Edukt(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amineHCID 58334496—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-1-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-phenylureaHCID 4527399860,6%

Reaktionsschritte

To a DCM (0.1 mL) solution of (R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amine (Preparation B; 6 mg, 0.019 mmol) cooled in an ice bath was added the isocyanatobenzene (2.5 mg, 0.021 mmol) in DCM (0.1 mL) dropwise. The reaction was slowly warmed to ambient temperature and stirred for 1 hour. The reaction was diluted with DCM (2 mL), washed with water, and concentrated. The crude product was purified by silica gel chromatography (eluent=50% EtOAc/hexanes first, then 5% MeOH in DCM) to yield the pure final product as a solid (5 mg, 60%). MS (apci) m/z=435.2 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227975B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-a2df73b0ab8349a2bca808bbd2ad5f2a
Quellennotizuspto-grants-2016_01