HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 69912619, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | N-(2-aminoethyl)acetamide | HCID 66082 | — |
| Reactant | (2R,5S)-2-(2-Aminomethyl-4-chloro-phenoxy)-1-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-ethanone | HCID 54187452 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69912619 | HCID 69912619 | 27% |
Reaction Steps
To a solution of (2R,5S)-5-chloro-2-{2-[4-(4-fluoro-benzyl)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzylamine (0.200 g, 0.477 mmol) in methylene chloride (10 mL) was added pyridine (0.077 mL, 0.954 mmol) and 4-nitro phenyl chloroformate (0.097 g, 0.525 mmol). The resulting mixture was stirred for one hour at ambient temperature and then concentrated in vacuo. The residue (0.055 g, 0.094 mmol) was dissolved in methanol (1 mL). N-Acetylethylenediamine (0.019 mL, 0.188 mmol) was added and the reaction was stirred at room temperature over night. The reaction was concentrated in vacuo and chromatography on silica gel gave the title compound (0.019 g, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06649611B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-56b3f9561b23468a899e981436e54c3a |
| Source note | uspto-grants-2003_11 |