HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → {(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Oxa-5-azabicyclo(2.2.1)heptane | HCID 3614551 | — |
| Reactant | (3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride | HCID 86628182 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone | HCID 67327327 | — |
Reaction Steps
To a stirred solution of (3SR,4RS)-3-(3,4-dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride (30 mg, 0.064 mmol) in CH2Cl2 (3 mL) were added Et3N (0.015 mL, 0.11 mmol) and 2-Oxa-5-aza-bicyclo[2.2.1]heptane (commercially available) (7 mg, 0.070 mmol). Stirring was continued overnight, and the reaction mixture was concentrated under vacuo and directly purified by flash chromatography (SiO2, EtOAc) to yield 27 mg the title compound as a white solid. ES-MS m/e: 530.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812021B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-5d435f4902d8405b861cc404c9b37c2d |
| Source note | uspto-grants-2010_10 |