HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → 2-(3-Hydroxypropyl)-3-methylimidazo[5,4-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 2-[3-(benzyloxy)propyl]-3-methyl-3H-imidazo[4,5-b]pyridine | HCID 89586824 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(3-Hydroxypropyl)-3-methylimidazo[5,4-b]pyridine | HCID 10583878 | 81.7% |
Reaction Steps
A mixture of 2-[3-(benzyloxy)propyl]-3-methyl-3H-imidazo[4,5-b]pyridine (1.8 g), 20% palladium hydroxide on carbon (2.35 g, containing water (50%)), and formic acid (8.45 mL) in methanol (84.5 mL) was refluxed for 6 hr. The mixture was allowed to cool to room temperature, and the catalyst was filtered off. The obtained filtrate was concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883788B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-e69391e5075345eab907c8ca47d0f626 |
| Source note | uspto-grants-2014_11 |