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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762987Generated: October 31, 2026

Acetic Acid → 3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole

https://huagongshe.com/reaction/1762987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-AcetylcyclohexanoneHCID 13400—
Reactant(4-Chloro-2-fluoro-5-propan-2-yloxyphenyl)hydrazineHCID 185080—
SolventO-XyleneHCID 7237—
Product3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazoleHCID 1368719839.1%

Reaction Steps

4-Chloro-2-fluoro-5-isopropoxyphenylhydrazine (1.8 g), 2-acetylcyclohexanone (1.0 g) and a catalytic amount of acetic acid were dissolved in xylene (5 ml). The resultant mixture was heated under reflux for 8 hours while removing water. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 0.9 g of 3-methyl-2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4,5,6,7-tetrahydro-2H-indazole (Compound No. 5). nD14.5 1.5607.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835286
Source datasetuspto-grants-1989_05
ORD IDord-2371f69a488c414c9d7421a6ad968586
Source noteuspto-grants-1989_05