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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240217Generated: October 31, 2026

Sodium hydride → HCID 59304979, compound

https://huagongshe.com/reaction/2240217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6-Chloro-4-nitro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridineHCID 46941608—
ReactantEthyl (2-fluoro-4-nitrophenyl)acetateHCID 56776686—
SolventDimethylformamideHCID 6228—
ProductHCID 59304979HCID 59304979—

Reaction Steps

908 mg (4.26 mmol) of ethyl (2-fluoro-4-nitrophenyl)acetate are dissolved in 10 ml of DMF, and 170 mg (4.26 mmol) of sodium hydride (60% in mineral oil) are added. The mixture is stirred at RT for 30 min, and 698 mg (2.13 mmol) of 6-chloro-4-nitro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine are then added. The mixture is heated at 70° C. for 2 hours and then stirred into ice-water and extracted with ethyl acetate. The organic phase is washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The product is purified by chromatography on silica gel (mobile phase: dichloromethane/pentane 2:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723347B2
Source datasetuspto-grants-2010_05
ORD IDord-d733d2109d7d4021b5c71a5315044115
Source noteuspto-grants-2010_05