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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448203Generated: October 29, 2026

Cesium carbonate → HCID 68749705, compound

https://huagongshe.com/reaction/448203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-{[2-(Trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-oneHCID 57458886—
Reactant(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonateHCID 86665188—
SolventEthanolHCID 702—
ProductHCID 68749705HCID 68749705—

Reaction Steps

(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate (17.0 g, 45.4 mmol) was added to a mixture of 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (prepared according to the procedures described in WO2008/020902, 14.0 g, 53.0 mmol) and cesium carbonate (49.0 g, 150 mmol) in ethanol (500 mL) 23° C., and the resulting mixture was stirred for 20 h. The reaction mixture was concentrated then partitioned between ethyl acetate (500 mL) and water (500 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified via silica gel chromatography (heptane initially, grading to 100% EtOAc) to give the title compound. MS: m/z=448.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481556B2
Source datasetuspto-grants-2013_07
ORD IDord-0ca7c50b3148404287d1f3fbc3f5e486
Source noteuspto-grants-2013_07