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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500997Generated: October 30, 2026

tert-Butanol → tert-Butyl N-[8-bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-yl]carbamate

https://huagongshe.com/reaction/500997

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant8-Bromo-6-methyl-2-(methylthio)imidazo[1,2-a]pyridine-3-carboxylic acidHCID 22024353—
SolventTolueneHCID 1140—
Producttert-Butyl N-[8-bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-yl]carbamateHCID 22024623—

Reaction Conditions

Temperature70 °C

Reaction Steps

8-Bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridine-3-carboxylic acid (500 mg) was dissolved in a mixture of tert-butyl alcohol (15 mL) and toluene (50 mL), then diphenylphosphorylazide (500 mg) and triethylamine (206 mg) were added thereto. After the mixture was heated at 70° C. for 2 hours, it was stirred for 2 hours by heating under reflux. After cooled to room temperature, the reaction mixture was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:9) to give tert-butyl N-[8-bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-yl]carbamate (0.85 g) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772249B2
Source datasetuspto-grants-2010_08
ORD IDord-3dd437eeb54b49139a20b872c1c35aa0
Source noteuspto-grants-2010_08