Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 66750924 | HCID 66750924 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66792833 | HCID 66792833 | 84.4% |
Reaction Steps
To a stirring solution of 5-{[4-(2-tert-butylphenyl)piperazin-1-yl]carbonyl}pyrrolidin-2-one obtained in Example 62 (0.40 g, 1.21 mmol) in DMF (7 mL) was added sodium hydride (54 mg, 60% in mineral oil, 1.34 mmol) and the mixture was stirred at room temperature for 30 min. After this time, to the mixture was added methyl bromoacetate (0.20 g, 1.34 mmol) and the mixture was stirred at room temperature for 2 h. The reaction was quenched with saturated ammonium chloride solution, and the mixture was partitioned between ethyl acetate and water, and the organic layer was washed with water, saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was washed with hexane-diisopropyl ether solution to give the title compound (0.41 g, 84%) as a white amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08853215B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-01dfa7cb0778437d95cf16d8413a5c7b |
|---|
| Source note | uspto-grants-2014_10 |
|---|