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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955008Generated: October 25, 2026

Sodium Iodide → 8-(2-tert-Butoxycarbonylamino-6-methylbenzyloxy)-2,3-dimethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1955008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant2-Tert-butoxycarbonylamino-6-methylbenzylchlorideHCID 14368482—
Reactant2,3-Dimethylimidazo[1,2-a]pyridin-8-olHCID 22467949—
SolventAcetoneHCID 180—
Product8-(2-tert-Butoxycarbonylamino-6-methylbenzyloxy)-2,3-dimethylimidazo[1,2-a]pyridineHCID 23287296—

Reaction Steps

Starting from 8-hydroxy-2,3-dimethylimidazo[1,2-a]pyridine (1.6 g), 2-tert-butoxycarbonylamino-6-methylbenzyl chloride (3.1 g), sodium iodide (1.8 g) and sodium carbonate (2.7 g) in acetone (350 ml) analogously using the process of Example B1 gives, after chromatography on silica gel (eluent toluene/dioxane 5:1) and recrystallization from cyclohexane, 3.0 g (78%) of the title compound of m.p. 128-131° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124313
Source datasetuspto-grants-2000_09
ORD IDord-8498699a36b04a7897b1db728f9bba9c
Source noteuspto-grants-2000_09