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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377478Generated: October 27, 2026

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

https://huagongshe.com/reaction/1377478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant2-Tert-butoxycarbonylamino-6-methylbenzylchlorideHCID 14368482—
Reactant2,3-Dimethylimidazo[1,2-a]pyridin-8-amineHCID 21873980—
SolventAcetoneHCID 180—
Product8-(2-tert-Butoxycarbonylamino-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridineHCID 23287297—

Reaction Steps

The title compound is prepared according to the procedure described for example 1 starting from 8-amino-2,3-dimethylimidazo[1,2-a]pyridine (4.8 g), 2-tert-butoxycarbonylamino-6-methylbenzylchloride (9.2 g), sodium iodide (5.5 g) and sodium carbonate (8.0 g) in acetone (250 ml). Purification by chromatography on silica gel (toluene/dioxane 20:1 as eluent) and crystallization from diisopropyl ether yield 7.1 g (62%) of m.p. 149°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665730
Source datasetuspto-grants-1997_09
ORD IDord-6b041329237442c88929f711d8377873
Source noteuspto-grants-1997_09