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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097001Generated: November 2, 2026

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

https://huagongshe.com/reaction/2097001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant4-chloro-1H-pyrazolo[4,3-c]pyridineHCID 46835637—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-chloro-1-(4-fluorobenzyl)-1H-pyrazolo[4,3-c]pyridineHCID 58110723—

Reaction Steps

To 4-chloro-1H-pyrazolo[4,3-c]pyridine (60 mg, 0.40 mmol) in 2 ml DMF was added 4-Fluorobenzylbromide (0.060 ml, 0.48 mmol) then add NaH (20 mg, 0.4 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 38 mg of major isomer A and 15 mg of minor isomer B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450343B2
Source datasetuspto-grants-2013_05
ORD IDord-4718b4f4e2984d73931017e1e5bbb7f1
Source noteuspto-grants-2013_05