Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 4-(benzyloxy)-6-(3,4-dimethoxyphenyl)-3-methyl-3H-imidazo[4,5-c]pyridine | HCID 117843032 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178488439 | HCID 178488439 | — |
Reaction Steps
To a mixture of 4-(benzyloxy)-6-(3,4-dimethoxyphenyl)-3-methyl-3H-imidazo[4,5-c]pyridine 2.26 (290 mg, 0.772 mmol), Pd(OH)2 (46 mg, 60 mg/mmol), and ammonium formate (975 mg, 15.5 mmol) under N2 was added EtOH (12 mL) and DMF (4 mL) and the mixture was heated to 75° C. for 30 minutes. The reaction was cooled, filtered through celite and washed with EtOH/DCM. The filtrate was concentrated, dry loaded onto a column, and purified by flash chromatography (EtOAc→10% MeOH/EtOAc) to afford 6-(3,4-dimethoxyphenyl)-3-methyl-3H-imidazo[4,5-c]pyridin-4-ol 2.27.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376441B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-8b47f541f9ec4efeac9559e92c96f249 |
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| Source note | uspto-grants-2016_06 |
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