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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60267Generated: October 29, 2026

Tetrahydrofuran → HCID 178504206, compound

https://huagongshe.com/reaction/60267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrileHCID 58266668—
CatalystWaterHCID 962—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178504206HCID 178504206—

Reaction Steps

To a solution of 4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (100 mg, 0.3 mmol) in tetrahydrofuran (1.8 mL) was added sodium hydride as a 60% dispersion in mineral oil (22 mg, 0.56 mmol) followed by a few drops of water. The reaction mixture was stirred at ambient temperature for 5 minutes and then at 40° C. for 2 hours. The mixture was diluted with water (20 mL) and ethyl acetate (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, concentrated in vacuo, and purified flash chromatography (silica, 4 g, ISCO, 5-100% ethyl acetate in heptane) to afford the title compound as a pale yellow oil, which was used in the next step without any further purification (70 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440976B2
Source datasetuspto-grants-2016_09
ORD IDord-5b20dbe7f77841dfa75b1479d2b1f97e
Source noteuspto-grants-2016_09