HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylethanolamine → 2-(2,6-Difluorophenyl)-5-(4-(2-(2-hydroxyethylamino)ethoxy)phenyl)oxazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylethanolamine | HCID 4348 | — |
| Reactant | 5-(4-(2-Chloroethoxy)phenyl)-2-(2,6-difluorophenyl)oxazole-4-carboxamide | HCID 59587375 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(2,6-Difluorophenyl)-5-(4-(2-(2-hydroxyethylamino)ethoxy)phenyl)oxazole-4-carboxamide | HCID 59587449 | — |
Reaction Steps
The title compound was prepared by reaction of 5-(4-(2-chloroethoxy)phenyl)-2-(2,6-difluorophenyl)oxazole-4-carboxamide with 2-(benzylamino)ethanol, according to the procedure described in example S-1, step c, followed by deprotection with the H-cube hydrogenation system (full H2 mode, 10% Pd\C catalyst, 1 ml/min, 60° C., 0.05M in MeOH). 1H NMR (DMSO) δ 2.79 (2H, t), 3.17 (2H, t), 3.55 (2H, t), 4.20 (2H, t), 7.05-7.15 (2H, m), 7.35-7.45 (2H, m), 7.60-7.80 (3H, m), 8.20-8.30 (2H, m). LCMS (2) 2.17 min; m/z (ES+) 404.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378095B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-0f9fca43d48946b59259820417002df8 |
| Source note | uspto-grants-2013_02 |