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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876692Generated: October 27, 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → 2-[5-(Hydroxymethyl)pyridin-2-yl]-4-(1H-1,2,3-triazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one

https://huagongshe.com/reaction/876692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Reactant(6-Hydrazinopyridin-3-yl)methanolHCID 59186956—
ReactantEthyl 3-(dimethylamino)-2-(1H-1,2,3-triazol-1-yl)acrylateHCID 66726233—
SolventEthanolHCID 702—
Product2-[5-(Hydroxymethyl)pyridin-2-yl]-4-(1H-1,2,3-triazol-1-yl)-1,2-dihydro-3H-pyrazol-3-oneHCID 59603689—

Reaction Steps

15.1 g (71.9 mmol) of the compound from Example 3A and 10.0 g (71.9 mmol) of the compound from Example 4A are dissolved in 375 ml ethanol and 1.7 g (7.2 mmol) camphor-10-sulfonic acid are added. The mixture is heated under reflux for 16 h. After cooling to RT, the reaction mixture is concentrated and the residue is purified by column chromatography over silica gel (mobile phase: methylene chloride/methanol 9:1, then 1:1). The product fraction is concentrated in vacuo and the residue is stirred in diisopropyl ether, filtered off and dried in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987261B2
Source datasetuspto-grants-2015_03
ORD IDord-3fa7786d98604973bb1d8ad30cde3379
Source noteuspto-grants-2015_03