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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847022Generated: October 25, 2026

Water → 4-(3-{[tert-Butyl(diphenyl)silyl]oxy}-2-fluoropropyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

https://huagongshe.com/reaction/1847022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant6-Methoxypyrido[2,3-B]pyrazin-3(4H)-oneHCID 66739803—
ReactantTert-butyl(2-fluoro-3-iodopropoxy)diphenylsilaneHCID 86724949—
SolventDimethylformamideHCID 6228—
Product4-(3-{[tert-Butyl(diphenyl)silyl]oxy}-2-fluoropropyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-oneHCID 8672494867%

Reaction Steps

6-Methoxypyrido[2,3-b]pyrazin-3(4H)-one (215 mg, 1.213 mmol) and tert-butyl(2-fluoro-3-iodopropoxy)diphenylsilane (805 mg, 1.820 mmol) were dissolved in N,N-dimethylformamide (6 ml). Cesium carbonate (553 mg, 1.698 mmol) was added to the solution and the mixture was stirred at room temperature for 7 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to yield 399 mg (67%) of the title compound in the form of a light orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952010B2
Source datasetuspto-grants-2015_02
ORD IDord-87ffbf989c784f95b0484ab2232b1939
Source noteuspto-grants-2015_02