HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90403013, compound → HCID 90403525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90403013 | HCID 90403013 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90403525 | HCID 90403525 | 69.2% |
Reaction Steps
A solution of 2-(1,2-dimethyl-1H-imidazol-5-yl)-4-((6-nitropyridin-3-yl)oxy)pyridine (0.08 g, 0.257 mmol) in MeOH (20 mL) was treated with 10% Pd/C (50% w/w water, 2.73 mg, 0.001 mmol) and hydrogenated (1 atm) overnight. The solids were removed via filtration through diatomaceous earth, washed with warm MeOH and the filtrate concentrated to dryness to afford 5-((2-(1,2-dimethyl-1H-imidazol-5-yl)pyridin-4-yl)oxy)pyridin-2-amine (50 mg, 69%). 1H NMR (400 MHz, DMSO-d6): δ 8.41 (d, J=5.8 Hz, 1H), 7.81 (d, J=2.9 Hz, 1H), 7.29 (dd, J=8.9, 3.0 Hz, 1H), 7.23 (s, 1H), 7.13 (d, J=2.4 Hz, 1H), 6.66 (dd, J=5.7, 2.5 Hz, 1H), 6.51 (d, J=8.9 Hz, 1H), 6.02 (s, 2H), 3.80 (s, 3H), 2.32 (s, 3H); MS (ESI) m/z: 282.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-a6cc4ec560d744bcae211de8cc8b4aa5 |
| Source note | uspto-grants-2016_07 |