Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 22560293 | HCID 22560293 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 22560188 | HCID 22560188 | 74% |
Reaction Steps
Benzylamine (3.9 mL, 35.7 mmol) was added to a solution of 1-benzyl-3-(2-fluoro-acetyl)pyrrolidin-2-one (7.00 g, 29.8 mmol, Example 15) in dichloroethane (150 mL). The solution was cooled to 0° C. and sodium triacetoxyborohydride (8.20 g, 38.7 mmol) added. The reaction mixture was warmed to room temperature and stirred overnight, then washed with aqueous sodium bicarbonate solution and brine. The organic layer was then dried over magnesium sulfate, filtered and concentrated. The residue was purified by chromatography (99:1 to 97:3 dichloromethane/methanol) to afford the title compound (7.2 g) as a mixture of diastereomers. MSCI: m/z 327 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06864259B2 |
|---|
| Source dataset | uspto-grants-2005_03 |
|---|
| ORD ID | ord-c6328d1ba33a4fdd83b53fb1bf3f522b |
|---|
| Source note | uspto-grants-2005_03 |
|---|