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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63928Erstellt: 26. Oktober 2026

Potassium Carbonate → 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-3-(3-(tetrahydro-2H-pyran-2-yloxy) propyl)-1-((2-(trimethylsilyl)ethoxy)methyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/63928

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-(3-Bromopropoxy)tetrahydro-2H-pyranHCID 2777988—
Edukt5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 131737213—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-(4-chlorobenzyl)-6-(3-chlorophenyl)-3-(3-(tetrahydro-2H-pyran-2-yloxy) propyl)-1-((2-(trimethylsilyl)ethoxy)methyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 131737214151,6%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)furo[2,3-d]pyrimidine-2,4(1H,3H)-dione (25.88 mg, 0.01 mmol) in DMF (3 mL) was added 2-(3-bromopropoxy)tetrahydro-2H-pyran (11.2 mg, 0.05 mmol) and K2CO3 (6.9 mg, 0.05 mmol). The reaction was stirred at 60° C. for 2 h, cooled to RT, then was diluted with EA (12 mL) and water (4 mL). The organic layer was washed with brine (3 mL), dried over Na2SO4, and concentrated to a residue which was purified by chromatography PE/EA (5:1) to give 5-(4-chlorobenzyl)-6-(3-chlorophenyl)-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)-1-((2-(trimethylsilyl)ethoxy)methyl) furo[2,3-d]pyrimidine-2,4(1H,3H)-dione (10 mg, 30.7% yield) as an oil. LCMS: (M++Na) 681 and TR=2.289 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447114B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-a753e6a2f24b4fe8810ffb14d3560ef1
Quellennotizuspto-grants-2016_09