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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615847Generated: November 2, 2026

Water → HCID 58118667, compound

https://huagongshe.com/reaction/1615847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-((2-(Trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo(2,3-b)pyridin-2-oneHCID 57458886—
ReactantHCID 86650287HCID 86650287—
SolventDimethylformamideHCID 6228—
ProductHCID 58118667HCID 58118667—

Reaction Steps

To a solution of 4,5-bis(bromomethyl)-2-chloropyridine from Step D (254 mg, 0.85 mmol) and 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (226 mg, 0.86 mmol, described in Intermediate 4) in DMF (8 mL) was added cesium carbonate (455 mg, 1.40 mmol). After 21 h, the reaction mixture was poured into H2O (60 mL) and extracted with EtOAc (2×60 mL). The organic layer was washed with brine (40 mL), then dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexanes:EtOAc—100:0 to 0:100, to give the title compound. MS: m/z=402 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765759B2
Source datasetuspto-grants-2014_07
ORD IDord-8346ac7cebe24e30b01185140c3a2477
Source noteuspto-grants-2014_07