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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | 3-Methoxybenzoic Acid | HCID 11461 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | 6-Phenylpyridine-2,3-diamine | HCID 23025830 | — |
| Product | 5-phenyl-2-(3-methoxyphenyl)-1H-imidazo[4,5-b]pyridine | HCID 23025607 | 55.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07622479B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-869163343dec442e8c6b99a35170a94d |
|---|
| Source note | uspto-grants-2009_11 |
|---|