HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((1-cyclopropyl-2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)methyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-6-carbonitrile → 3-((6-(aminomethyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-2-yl)methyl)-1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((1-cyclopropyl-2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)methyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-6-carbonitrile | HCID 57378881 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ammonia methanol | HCID 21705897 | — |
| Product | 3-((6-(aminomethyl)-3-isopentyl-3H-imidazo[4,5-b]pyridine-2-yl)methyl)-1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one | HCID 67991815 | — |
Reaction Steps
Compound 27 (125 mg, 0.31 mmol) in methanol/NH3 (100 mL) was hydrogenated at 20° C. with Raney Nickel (50 mg) as a catalyst overnight. After uptake of H2 (2 eq), the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column chromatography using dichloromethane/MeOH/NH3. The title compound 17 was isolated as a white solid (25.5 mg, 20%). m/z=406 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321767B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-bcce6d952d124d5e9c9c6ef6c332bc98 |
| Source note | uspto-grants-2016_04 |