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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 719460Erstellt: 26. Oktober 2026

2-Ethyl-1-butanol → 4-[1-(4-Methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy]-piperidine-1-carboxylic acid 2-ethyl-butyl ester

https://huagongshe.com/reaction/719460

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Ethyl-1-butanolHCID 7358—
EduktTriethylamineHCID 8471—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt1-(4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidineHCID 11360802—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt4-[1-(4-Methanesulfonyl-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy]-piperidine-1-carboxylic acid 2-ethyl-butyl esterHCID 2189770344,6%

Reaktionsschritte

Di-imidazol-1-yl-methanone (0.51 mmol, 83 mg), and 2-ethyl-butan-1-ol (0.51 mmol, 52 mg) were dissolved in DMSO (1 mL) and stirred for 30 minutes at room temperature. Then, 1-(4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)-1H-pyrazolo[3,4-d]pyrimidine (0.17 mmol, 70 mg) and triethylamine (0.51 mmol, 72 μL) were added and heated in a microwave at 120° C. for 6 minutes. The progress of the reaction was monitored by LCMS. The reaction mixture was quenched with water and the product was extracted with ethylacetate. Removal of organic solvents in vacuo and purification by HPLC provided Compound A119 as a white solid (38 mg, 36%). Exact mass calculated for C24H31N5O5S 501.60, found 502.3 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07132426B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-89c331719dde4464972e7a8cac56a284
Quellennotizuspto-grants-2006_11