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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097000Generated: November 1, 2026

Water → 4-chloro-1-(4-fluorobenzyl)-1H-pyrrolo[3,2-c]pyridine

https://huagongshe.com/reaction/2097000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant4-chloro-1H-pyrrolo[3,2-c]pyridineHCID 14114384—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-chloro-1-(4-fluorobenzyl)-1H-pyrrolo[3,2-c]pyridineHCID 5811068250%

Reaction Steps

To 4-Chloro-5-azaindole (120 mg, 079 mmol) in 5 ml DMF was added 4-Fluorobenzylbromide (0.120 ml, 0.95 mmol) then add NaH (32 mg, 0.79 mmol) and stir at room temperature overnight. Work up reaction by adding water and EtOAc then 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 100 mg (50%) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450343B2
Source datasetuspto-grants-2013_05
ORD IDord-acb0aef437ee4f06bedbd51e0c281ede
Source noteuspto-grants-2013_05