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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923311Generated: October 27, 2026

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

https://huagongshe.com/reaction/923311

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant5-(pyridin-2-yl)-4H-1,2,4-triazol-3-amineHCID 12011792—
Reactantethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoateHCID 70925488—
SolventDiphenyl EtherHCID 7583—
SolventHexaneHCID 8058—
Product5-(1-acetyl-1H-indazol-5-yl)-2-(pyridin-2-yl)-4H,7H-[1,2,4]triazolo[1,5-a]pyrimidin-7-oneHCID 178473985—

Reaction Conditions

Temperature170 °C

Reaction Steps

To a solution of 3-(pyridin-2-yl)-1H-1,2,4-triazol-5-amine (150 mg, 0.93 mmol) in diphenyl ether (3 mL) was added ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoate (510 mg, 1.86 mmol) and TsOH (8 mg, 0.05 mmol), and the mixture was stirred for 1 h at 170° C. The resulting solution was diluted with n-hexane (8 ml), and the product was collected by filtration and washed with methanol (2 ml) to afford 5-(1-acetyl-1H-indazol-5-yl)-2-(pyridin-2-yl)-4H,7H-[1,2,4]triazolo[1,5-α]pyrimidin-7-one as a brown crude solid (120 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278973B2
Source datasetuspto-grants-2016_03
ORD IDord-964d569483ac4f928a68e598c9624546
Source noteuspto-grants-2016_03