HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90403112, compound → HCID 90403028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90403112 | HCID 90403112 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90403028 | HCID 90403028 | 70.3% |
Reaction Steps
A solution of 2-methyl-5-(4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)thiazole (0.094 g, 0.286 mmol) in MeOH (30 mL) was flushed with Ar, treated with 10% Pd/C (50% wet, 0.305 g, 0.286 mmol) and hydrogenated (1 atm) overnight. The solids were removed via filtration through diatomaceous earth, washed well with MeOH and the filtrate was concentrated to dryness to afford 6-methyl-5-((2-(2-methylthiazol-5-yl)pyridin-4-yl)oxy)pyridin-2-amine (60 mg, 70%). 1H NMR (400 MHz, DMSO-d6): δ 8.34 (d, J=5.8 Hz, 1H), 8.28 (s, 1H), 7.49 (d, J=2.4 Hz, 1H), 7.19 (d, J=8.7 Hz, 1H), 6.58 (dd, J=5.8, 2.4 Hz, 1H), 6.34 (d, J=8.7 Hz, 1H), 5.96 (s, 2H), 2.65 (s, 3H), 2.07 (s, 3H); MS (ESI) m/z: 299.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-8bce42a64dd64ef79f46fcbef710de2d |
| Source note | uspto-grants-2016_07 |