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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572191Generated: October 31, 2026

Water → 5-Methyl-9-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-9H-imidazo[1',2':1,2]imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/572191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant3-Methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridineHCID 58577371—
Reactant4-(5-Methyl-9H-imidazo[1',2':1,2]imidazo[4,5-b]pyridin-9-yl)phenolHCID 86704994—
SolventDimethylacetamideHCID 31374—
Product5-Methyl-9-{4-[(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)oxy]phenyl}-9H-imidazo[1',2':1,2]imidazo[4,5-b]pyridineHCID 6655798064.3%

Reaction Steps

To a solution of 4-(5-methyl-9H-imidazo[1′,2′:1,2]imidazo[4,5-b]pyridin-9-yl)phenol (238 mg) in DMA (4 ml) was added potassium tert-butoxide (112 mg) at room temperature. After stirring for 10 min, 3-methyl-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (211 mg) was added, and the obtained mixture was stirred at 150° C. for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (THF) and recrystallized from hexane/THF to give the title compound (229 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029388B2
Source datasetuspto-grants-2015_05
ORD IDord-9112c891e8ed48ba8b4c103dbdea86ef
Source noteuspto-grants-2015_05