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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862552Generated: October 27, 2026

Sodium Iodide → 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde

https://huagongshe.com/reaction/862552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant3-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridineHCID 23294187—
Reactant2-Methoxyethyl 2-chloromethyl-3-methylphenylcarbamateHCID 53835417—
SolventAcetoneHCID 180—
Product8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehydeHCID 1969853186.5%

Reaction Steps

A mixture of 2.0 g (11.35 mmol) of 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde, 1.2 g of anhydrous sodium carbonate, 0.17 g (1.14 mmol) of sodium iodide and 3.3 g (12.8 mmol) of 2-methoxyethyl 2-chloromethyl-3-methylphenylcarbamate in 30 ml of acetone is stirred at RT for 24 h and poured onto 200 ml of ice-water. The precipitate is filtered off, dried and recrystallized from toluene/diisopropyl ether. 3.9 g (86.5%) of the title compound of m.p. 119°-120° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719161
Source datasetuspto-grants-1998_02
ORD IDord-b0fc08656715420f8288fdcc1f33f65c
Source noteuspto-grants-1998_02