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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625315Generated: November 1, 2026

tert-Butanol → 4-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine

https://huagongshe.com/reaction/625315

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantBenzyl azideHCID 12152—
ReactantSodium AscorbateHCID 23667548—
Reactant4-Ethynyl-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridineHCID 86705945—
CatalystCopper SulfateHCID 24462—
SolventWaterHCID 962—
Product4-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridineHCID 86705946—

Reaction Steps

A solution of 50 mg of 4-ethynyl-2-(2-nitro-5-(piperidin-1-yl)phenyl)pyridine, 20 μL of benzyl azide, 16.3 μL of 1 M aqueous sodium ascorbate solution, 5.4 μL of 0.3 M CuSO4 solution, 326 μL of tert-butanol, and 326 μL of water was stirred for 2 days and then the solvent was evaporated at reduced pressure. The residue was dissolved in dichloromethane. The solution was washed with water and dried. The solvent was evaporated at reduced pressure and the residue was chromatographed on silica gel eluting with a 0% to 4% gradient of methanol in dichloromethane. The process yielded 22 mg of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09301951B2
Source datasetuspto-grants-2016_04
ORD IDord-2a7f511b2b1d495d926d44fda02ea020
Source noteuspto-grants-2016_04