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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 909503Erstellt: 26. Oktober 2026

Water → HCID 58065493, Verbindung

https://huagongshe.com/reaction/909503

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
EduktMethyl 3,4-difluorobenzoateHCID 2775358—
Eduktt-Butyl 2-{3-hydroxy-5-[(1S)-2-methoxy-1-methylethoxy]phenyl}-5-(1,3-thiazol-2-yl)-1H-pyrrole-1-carboxylateHCID 66681373—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktHCID 58065493HCID 5806549318%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

t-Butyl 2-{3-hydroxy-5-[(1S)-2-methoxy-1-methylethoxy]phenyl}-5-(1,3-thiazol-2-yl)-1H-pyrrole-1-carboxylate (485 mg, 1.127 mmol) synthesized in Example (38d) and commercially available methyl 3,4-difluorobenzoate (540 mg, 3.137 mmol) were dissolved in dimethyl sulfoxide (10 mL), and sodium hydride (60%, 180 mg, 4.50 mmol) was added, followed by stirring at 100° C. for 2.5 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, water (50 mL) was added, and extraction was carried out with diethyl ether (50 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-30%) to afford the desired compound (97 mg, yield 18%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08017610B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-d87c8610516745f3a29973f42155336e
Quellennotizuspto-grants-2011_09