Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole, ammonium salt | HCID 22033809 | — |
| Reactant | HCID 22175213 | HCID 22175213 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22175810 | HCID 22175810 | 93.9% |
Reaction Steps
A solution of 3-(3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)propanoic acid (0.33 g, 0.7 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.27 g, 1.4 mmol) and 1-hydroxybenzotriazole ammonium salt (0.21 g, 1.4 mmol) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 2 h. The resulting reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give tert-butyl[6-(3-amino-3-oxopropyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.31 g, 93.9%) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07034039B2 |
|---|
| Source dataset | uspto-grants-2006_04 |
|---|
| ORD ID | ord-3b915d16a4cc4a3fa9dae8f3a6467434 |
|---|
| Source note | uspto-grants-2006_04 |
|---|