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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263555Generated: November 1, 2026

Water → 6-Bromo-1-(3-methoxypropyl)-3-methyl-1H-indazole

https://huagongshe.com/reaction/2263555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium AcetateHCID 517165—
Reactant(3-Methoxypropyl)hydrazineHCID 20516966—
ReactantMethanesulfonic acid 2-acetyl-5-bromophenyl esterHCID 86071609—
SolventO-XyleneHCID 7237—
Product6-Bromo-1-(3-methoxypropyl)-3-methyl-1H-indazoleHCID 23156223—

Reaction Steps

A mixture of 10.90 g methanesulfonic acid 2-acetyl-5-bromo-phenyl ester, 7.75 g of (3-methoxy-propyl)-hydrazine and 7.17 g of ammonium acetate in 100 ml of o-xylene is refluxed for 3 days with continuous separation of the water which is formed during the reaction. The reaction mixture is then cooled to room temperature and concentrated by evaporation. The title compound is obtained as an orange-yellow oil from the residue by means of flash chromatography (SiO2 60 F). Rf=0.38 (1:1 EtOAc-heptane). Rt=4.52 (gradient I).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851634B2
Source datasetuspto-grants-2010_12
ORD IDord-bec3df15e1b84ed58a9a21f5fb0d4713
Source noteuspto-grants-2010_12