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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 432236Erstellt: 25. Oktober 2026

Water → HCID 178508616, Verbindung

https://huagongshe.com/reaction/432236

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
EduktHCID 178505328HCID 178505328—
EduktHCID 178508717HCID 178508717—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 178508616HCID 17850861645,7%

Reaktionsschritte

A solution of 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.452 g, 0.00149 mol) in N,N-dimethylformamide (10 mL) was reacted with cis 3-[(benzyloxy)methyl]cyclobutyl methanesulfonate (0.483 g, 0.00179 mol) and cesium carbonate (0.582 g, 0.00179 mol) at 70° C. for two days. The reaction mixture was poured into water (30 mL) and extracted with ethyl acetate (3×15 mL). The combined organic layers were washed with water (2×20 mL) and brine (20 mL). The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo. The residue was purified by flash column chromatography on silica using dichloromethane/methanol (98:2). The solvent was removed in vacuo to give trans 1-{3-[(benzyloxy)methyl]cyclobutyl}-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.325 g, 0.000681 mol) as a tan solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06660744B1
Quelldatensatzuspto-grants-2003_12
ORD IDord-cd2aefa09b2e40a385a1b159c2768675
Quellennotizuspto-grants-2003_12