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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437487Generated: October 31, 2026

Methanesulfonic Acid → 5-phenyl-2-(3-methoxyphenyl)-1H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/1437487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-Methoxybenzoic AcidHCID 11461—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus pentachlorideHCID 24819—
Reactant6-Phenylpyridine-2,3-diamineHCID 23025830—
Product5-phenyl-2-(3-methoxyphenyl)-1H-imidazo[4,5-b]pyridineHCID 2302560755.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

Phosphorus pentachloride (0.5 g) was added to methanesulfonic acid (2 ml), and the mixture was stirred at 120° C. for 1 hour to make a solution. To the solution were added 2,3-diamino-6-phenylpyridine (Compound of Reference Example 113) (0.2 g) and 3-methoxybenzoic acid (0.17 g), and the mixture was stirred at 120° C. for 1 hour. The reaction mixture was poured onto ice, neutralized with 8 N sodium hydroxide solution and extracted with ethyl acetate-tetrahydrofuran (3:1, v/v). The organic layer was washed with water and dried over MgSO4. The solvent was distilled off under reduced pressure, and the resulting crystals were collected by filtration to obtain 5-phenyl-2-(3-methoxyphenyl)-1H-imidazo[4,5-b]pyridine (0.18 g, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622479B2
Source datasetuspto-grants-2009_11
ORD IDord-869163343dec442e8c6b99a35170a94d
Source noteuspto-grants-2009_11