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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923328Generated: October 27, 2026

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

https://huagongshe.com/reaction/923328

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactantethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoateHCID 70925488—
Reactant3-(3,4-dichlorophenyl)-1H-1,2,4-triazol-5-amineHCID 178508294—
Solvent1-ButanolHCID 263—
Product2-(3,4-dichlorophenyl)-5-(1H-indazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-oneHCID 17851549217%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 3-(3,4-dichlorophenyl)-1H-1,2,4-triazol-5-amine (100 mg, 0.44 mmol) in n-BuOH (1 ml) was added ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoate (300 mg, 1.00 mmol) and TsOH (5 mg, 0.03 mmol), and the resulting mixture was stirred for 36 h at 130° C. The solids were collected by filtration and washed with methanol (10 ml) to afford 2-(3,4-dichlorophenyl)-5-(1H-indazol-5-yl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a light yellow solid (29 mg, 17%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278973B2
Source datasetuspto-grants-2016_03
ORD IDord-41950b73a40c4ce68e8b5ce8b15a466c
Source noteuspto-grants-2016_03