HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(4-{2-[2-hydroxy-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxaazin-8-yl)-ethylamino]-2-methylpropyl}phenoxy)butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 22063479 | HCID 22063479 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(4-{2-[2-hydroxy-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxaazin-8-yl)-ethylamino]-2-methylpropyl}phenoxy)butyric acid | HCID 11626717 | — |
Reaction Steps
0.70 g (1.28 mmol) of 4-(4-{2-[2-(6-benzyloxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-yl)-2-hydroxyethylamino]-2-methylpropyl}phenoxy)butyric acid is dissolved in 25 mL methanol and 2 mL acetic acid and hydrogenated in the presence of 150 mg palladium on charcoal (10%) at ambient temperature and normal pressure. The catalyst is filtered off and the filtrate is freed from solvent. The product is obtained by crystallization from a methanol-acetone mixture. Yield: 0.40 g (68%); melting point: 201° C.–204° C.; mass spectroscopy: [M+H]+=459.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07056916B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-3439bc5f6a6d474fa22b3a485b302b38 |
| Source note | uspto-grants-2006_06 |