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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 64029Erstellt: 24. Oktober 2026

1,1'-Carbonyldiimidazole → (S)-N-(5-((R)-2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxypyrrolidine-1-carboxamide

https://huagongshe.com/de/reaction/64029

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt(3S)-pyrrolidin-3-olHCID 2733874—
Edukt(R)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amineHCID 67328765—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-N-(5-((R)-2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxypyrrolidine-1-carboxamideHCID 5838626378,1%

Reaktionsschritte

To a DCM (1 mL) solution of (R)-5-(2-(5-fluoropyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine (25 mg, 0.084 mmol) was added CDI (27 mg, 0.17 mmol) at ambient temperature in one portion. After stirring for two hours, (S)-pyrrolidin-3-ol (15 mg, 0.17 mmol) was added in one portion. The reaction was stirred overnight before it was concentrated and directly purified by reverse-phase column chromatography, eluting with 0 to 40% acetonitrile/water to yield the final product as a solid (27 mg, 78% yield). MS (apci) m/z=412.2 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447104B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-bbc0085fd8ec45a39d4ea52682ffd833
Quellennotizuspto-grants-2016_09