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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678618Generated: October 30, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → [2-(4-Chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acid ethyl ester

https://huagongshe.com/reaction/1678618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid ethyl esterHCID 67131110—
Solvent1,4-DioxaneHCID 31275—
Product[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-acetic acid ethyl esterHCID 6713106419%

Reaction Steps

2,3-Dichloro-5,6-dicyanobenzoquinone (136 mg, 600 μmol) was added to a solution of [2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid ethyl ester (60 mg, 150 μmol in dioxane (3.3 ml) under an argon atmosphere. The reaction mixture was heated under reflux conditions for 4 d. The solvent was removed under reduced pressure and the residue was purified by column chromatography (silica gel, iPrOAc/heptane) to give the title compound (11 mg, 28 μmol; 19%) as colorless solid. MS: m/e=397.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-8eb98446acc64f3a881037bd74614210
Source noteuspto-grants-2011_08