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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923333Generated: October 27, 2026

p-Toluenesulfonic acid → 2-(3-chlorophenyl)-5-(1H-indazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

https://huagongshe.com/reaction/923333

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactantethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoateHCID 70925488—
Reactant5-(3-chlorophenyl)-4H-1,2,4-triazol-3-amineHCID 178508290—
Solvent1-ButanolHCID 263—
Product2-(3-chlorophenyl)-5-(1H-indazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-oneHCID 17851549139.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 3-(3-chlorophenyl)-1H-1,2,4-triazol-5-amine (100 mg, 0.52 mmol) in n-BuOH (1 ml) was added ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoate (280 mg, 1.00 mmol) and TsOH (5 mg, 0.03 mmol), and the reaction mixture was stirred overnight at 130° C. The solids were collected by filtration and washed with methanol (10 ml) to afford 2-(3-chlorophenyl)-5-(1H-indazol-5-yl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a light yellow solid (75 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278973B2
Source datasetuspto-grants-2016_03
ORD IDord-46753f942a264ef2a7fdca70b334d84e
Source noteuspto-grants-2016_03