HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90403801, compound → HCID 90403322, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90403801 | HCID 90403801 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90403322 | HCID 90403322 | 95.2% |
Reaction Steps
A mixture of 2-(2-isopropyl-1H-imidazol-5-yl)-4-((6-nitropyridin-3-yl)oxy)pyridine (612 mg, 1.881 mmol) and 10% Pd/C (50% wet, 200 mg, 0.188 mmol) in MeOH (10 mL) was hydrogenated (1 atm) for 24 h. The solids were removed via filtration through diatomaceous earth, washed with MeOH and the filtrate concentrated to dryness to afford 5-((2-(2-isopropyl-1H-imidazol-5-yl)pyridin-4-yl)oxy)pyridin-2-amine (529 mg, 95%). 1H NMR (400 MHz, DMSO-d6): δ 11.96 (s, 1H), 8.30 (d, J=5.6 Hz, 1H), 7.81 (d, J=2.9 Hz, 1H), 7.51 (s, 1H), 7.29 (dd, J=8.9, 3.0 Hz, 1H), 7.20 (d, J=2.5 Hz, 1H), 6.67 (dd, J=5.7, 2.5 Hz, 1H), 6.52 (d, J=8.9 Hz, 1H), 6.03 (s, 2H), 2.97 (m, 1H), 1.21 (d, J=7.0 Hz, 6H); MS (ESI) m/z: 296.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-76f1e3d8b9614a13a03efa9213f134d0 |
| Source note | uspto-grants-2016_07 |