HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 19705443, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,4-Difluorobenzoyl chloride | HCID 2724519 | — |
| Reactant | HCID 19705515 | HCID 19705515 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19705443 | HCID 19705443 | 64.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of tert-butyl α-(2-aminoethyl)-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate (549 mg, 1.36 mmol), CH2Cl2 (8.4 mL), and diisopropylethylamine (0.29 ml, 1.6 mmol) at 0° C. is added 3,4-difluorobenzoyl chloride (0.21 mL, 1.6 mmol). The solution is stirred at 0° C. for 1 hour and 16 hours at room temperature. Basic workup (CH2Cl2, NaHCO3, MgSO4) and purification by flash chromatography (1:1 hexane:EtOAc) gives 477 mg (64%) of the title compound as a white solid (mp 147°-148° C.):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05712300 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-f6eae73d9a014a019ea1d825b7ecd037 |
| Source note | uspto-grants-1998_01 |