HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072917Generated: November 3, 2026
Methanol → Methyl 2-methyl-3h-imidazo[4,5-b]pyridine-5-carboxylate
https://huagongshe.com/reaction/1072917
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Reactant | 5-bromo-2-methyl-3H-imidazo[4,5-b]pyridine | HCID 22387961 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Methyl 2-methyl-3h-imidazo[4,5-b]pyridine-5-carboxylate | HCID 22387777 | — |
Reaction Steps
Palladium acetate (1.18 g), 1,3-bis(diphenylphosphino)propane (2.31 g) and 5-bromo-2-methyl-1H-imidazo[4,5-b]pyridine (3.72 g) were placed in an autoclave, and N,N-dimethylformamide (18.6 ml), methanol (14.9 ml) and triethylamine (5.4 ml) were added thereto. The mixture was stirred at 85° C. for 14 hr at 10 atm under a carbon monoxide atmosphere. The reaction mixture was cooled and the solvent was evaporated. To the residue was added methanol (60 ml), and the mixture was heated. The insoluble matter was filtered off while the mixture was hot. The filtrate was concentrated to give the objective compound (2.95 g) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06911469B2 |
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| Source dataset | uspto-grants-2005_06 |
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| ORD ID | ord-cda1b0a2bd7c431eb35bf83745d2db7a |
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| Source note | uspto-grants-2005_06 |
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