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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096996Generated: November 3, 2026

Water → HCID 58110670, compound

https://huagongshe.com/reaction/2096996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant4-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 11389493—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58110670HCID 5811067077%

Reaction Steps

To 4-chloro-1H-pyrrolo[2,3-b]pyridine (300 mg, 2.00 mmol) in 5 ml DMF was added 4-Fluorobenzylbromide (0.27 ml, 2.2 mmol) then add NaH (80 mg, 2.0 mmol) and stir at room temperature overnight. Work up by adding water and EtOAc and extract three times with EtOAc. Pool all organics and wash one time with brine then dry over sodium sulfate, filter and concentrate to dryness. The residue was purified by chromatography over silica gel (eluted with Hexanes/EtOAc 99:1 to 50:50) to provide 400 mg (77%) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450343B2
Source datasetuspto-grants-2013_05
ORD IDord-8cf7df4935434e4c864c7d7db00eeb29
Source noteuspto-grants-2013_05