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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12859Erstellt: 23. Oktober 2026

4-Hydroxypyrrolidine → 1-tert-butyl-5-(3-hydroxy-pyrrolidin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide

https://huagongshe.com/de/reaction/12859

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-HydroxypyrrolidineHCID 98210—
Edukt1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamideHCID 25014417—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt1-tert-butyl-5-(3-hydroxy-pyrrolidin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamideHCID 2501441822%

Reaktionsschritte

A mixture of 1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 36, 101 mg; 0.30 mmol) and pyrrolidin-3-ol (+/−) (0.25 mL; 3.0 mmol) in N-methylpyrrolidinone (1 mL) was heated to 250° C. in a sealed vial under microwave irradiation for 4 hr. The mixture was allowed to cool to room temperature and the crude product was purified by reverse phase HPLC to provide 1-tert-butyl-5-(3-hydroxy-pyrrolidin-1-yl)-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (25 mg, 22%) as an off white solid. ES-HRMS m/e calcd for C22H35N4O2 (M+H+) 358.2602, found 358.2602.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728029B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-35c7663e1804482c9c8c6a65be9f8307
Quellennotizuspto-grants-2010_06