HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3(S)-(6-Methoxy-pyridin-3-yl)-3-{2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-imidazolidin-1-yl}-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3(S)-(6-Methoxy-pyridin-3-yl)-3-[2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid | HCID 59916450 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3(S)-(6-Methoxy-pyridin-3-yl)-3-{2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-imidazolidin-1-yl}-propionic acid | HCID 10275899 | 87.1% |
Reaction Steps
A mixture of 3-8 (0.40 g, 0.886 mmol), 20% Pd(OH)2 (0.40g), 1N NaOH (2 mL), and ethanol (20 mL) was shaken under 65 psig hydrogen in a Parr apparatus for 18 hours. The mixture was filtered through celite, and the filtrate concentrated. The residue was chromatographed on silica gel (25:10:1:1 to 15:10:1:1 EtOAc/EtOH/NH4OH/H2O) to give 350 mg of 3-9 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472403B2 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-f3fb1698610d4e86b4a5358c759398da |
| Source note | uspto-grants-2002_10 |