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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587612Generated: October 30, 2026

Trifluoroacetic anhydride → 1-ethyl-7-methyl-3-(4-{[tris(1-methylethyl)silyl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one 4-oxide

https://huagongshe.com/reaction/587612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantCarbamide PeroxideHCID 31294—
ReactantSodium BicarbonateHCID 516892—
Reactant1-ethyl-7-methyl-3-(4-{[tris(1-methylethyl)silyl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-oneHCID 58577569—
SolventDichloromethaneHCID 6344—
Product1-ethyl-7-methyl-3-(4-{[tris(1-methylethyl)silyl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one 4-oxideHCID 5857748519.3%

Reaction Steps

To a stirred mixture of 1-ethyl-7-methyl-3-(4-{[tris(1-methylethyl)silyl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (5 g) and urea hydrogen peroxide (2.32 g) in CH2Cl2 (50 mL) was added trifluoroacetic anhydride (3.32 mL) at 0° C. The mixture was stirred at room temperature for 12 h, and treated with saturated NaHCO3 solution. The organic layer was separated and the aqueous layer was extracted with AcOEt. The organic layer was combined, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (NH, AcOEt) to give the title compound (1.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-aa525c49455f4b3ebd0c0f058ea0bbad
Source noteuspto-grants-2016_01