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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240059Generated: November 2, 2026

Cesium carbonate → 1-(3-Chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole

https://huagongshe.com/reaction/2240059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
ReactantHCID 178527288HCID 178527288—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-(3-Chloro-benzyl)-7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazoleHCID 5881211990.9%

Reaction Steps

A mixture of 7-(2-chloro-ethoxy)-5-fluoro-3-(naphthalene-1-sulfonyl)-1H-indazole (0.9 g, 2.2 mmoles), 3-chlorobenzyl bromide (0.35 mL, 2.7 mmoles), and cesium carbonate (0.87 g, 2.7 mmoles) in DMF (5 mL) was stirred together in a round bottom flask at room temperature for 30 minutes. Reaction mixture was diluted with H2O, extracted with EtOAc, washed with water (2×), brine (1×), dried over Na2SO4, and concentrated under vacuum. The crude product was purified by HPLC using as eluent 30% EtOAc/hexane to afford the title compound as an off-white solid (0.85 g, 2 mmoles).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723329B2
Source datasetuspto-grants-2010_05
ORD IDord-ebb03fc083bb40a6aaa79ab0d5d89553
Source noteuspto-grants-2010_05