HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-[(Octahydroquinoline-1-carbonyl)amino]propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 3-aminopropanoate hydrochloride | HCID 2734767 | — |
| Reactant | 1-Chlorocarbonyloctahydroquinoline | HCID 18924582 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-[(Octahydroquinoline-1-carbonyl)amino]propionic acid methyl ester | HCID 66794427 | 67.1% |
Reaction Steps
0.5 g (3.5 mmol) of the 3-aminopropionic acid methyl ester hydrochloride are dissolved in 5 mL of anhydrous THF and 0.9 mL of Et3N. Once dissolved, 650 mg of 1-chlorocarbonyloctahydroquinoline are slowly added and it is refluxed for 18 h. AcOEt is then added and the resulting solution is sequentially washed with water, 1N HCl and brine. The organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure yielding 580 mg of intermediate IIIb.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822452B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-32ee13e4c31e48fcbf57c4853a2e79be |
| Source note | uspto-grants-2014_09 |