HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86761173, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid | HCID 2755929 | — |
| Reactant | 1,1-Diphenyltetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one | HCID 23121881 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86761173 | HCID 86761173 | 76.4% |
Reaction Steps
To a solution of hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.20 g, 0.67 mmol), 3-[[(tert-butoxycarbonyl)amino]methyl]benzoic acid (0.17 g, 0.67 mmol), 1-hydroxybenzotriazole (0.10 g, 0.74 mmol) and triethylamine (69 mg, 0.68 mmol) in acetonitrile (10 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.20 g, 1.0 mmol), and the mixture was stirred at room temperature for 15 hours. To the reaction solution were added ethyl acetate and water. The separated organic layer was washed with saturated brine, dried over sodium sulfate, and then concentrated. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=3:1 to 3:7) to obtain the title compound (0.27 g, yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795267B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-96f8deed896a4b72a431f966db60d990 |
| Source note | uspto-grants-2010_09 |