HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-[(3SR,4RS)-3-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl]-hexahydro-pyrrolo[1,2-a]pyrazin-6-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Octahydropyrrolo[1,2-a]piperazin-6-one | HCID 10820612 | — |
| Reactant | 3-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl chloride | HCID 86628180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[(3SR,4RS)-3-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl]-hexahydro-pyrrolo[1,2-a]pyrazin-6-one | HCID 67326919 | 25% |
Reaction Steps
To a stirred solution of (3SR,4RS)-3-[(RS)-1-(5-chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl chloride (22 mg, 0.051 mmol) in CH2Cl2 (3 mL) were added Et3N (0.015 ml, 0.11 mmol) and hexahydro-pyrrolo[1,2-a]pyrazin-6-one (commercially available) (9 mg, 0.064 mmol). Stirring was continued overnight, and the reaction mixture was concentrated under vacuo and directly purified by flash chromatography (SiO2, EtOAc) to yield 7 mg (25%) the title compound as light yellow oil. ES-MS m/e: 539.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812021B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-d2bfad3363b84e5ea81608481a212b79 |
| Source note | uspto-grants-2010_10 |