HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049364Generated: November 3, 2026
HCID 90425395, compound → HCID 90426427, compound
https://huagongshe.com/reaction/1049364
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 90425395 | HCID 90425395 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90426427 | HCID 90426427 | 97.4% |
Reaction Steps
A solution of 6′-(bis(tert-butoxycarbonyl)amino)-4-((6-nitropyridin-3-yl)oxy)-[2,3′-bipyridine](0.600 g, 1.178 mmol) in EtOAc (15 mL) and MeOH (5 mL) was treated with 10% Pd/C (50% wet, 0.125 g, 1.178 mmol) and hydrogenated (1 atm) for 16 h. The solids were removed via filtration through diatomaceous earth, washed with EtOAc and the filtrate concentrated to dryness to afford 6′-(bis(tert-butoxycarbonyl)amino)-4-((6-aminopyridin-3-yl)oxy)-[2,3′-bipyridine](0.55 g, 97%) as a white amorphous solid. 1H NMR (400 MHz, DMSO-d6): δ 9.06 (d, J=2.5 Hz, 1H), 8.53 (d, J=5.7 Hz, 1H), 8.46 (dd, J=8.5, 2.5 Hz, 1H), 7.84 (d, J=3.0 Hz, 1H), 7.63 (d, J=2.4 Hz, 1H), 7.48 (d, J=8.0 Hz, 1H), 7.32 (dd, J=8.9, 3.0 Hz, 1H), 6.79 (dd, J=5.7, 2.4 Hz, 1H), 6.53 (d, J=8.9 Hz, 1H), 6.03 (s, 2H), 1.40 (s, 18H); MS (ESI) m/z: 480.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09382228B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-fec36106774d4979abc11148eb3eea6a |
|---|
| Source note | uspto-grants-2016_07 |
|---|