Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 19957508 | HCID 19957508 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19419198 | HCID 19419198 | — |
Reaction Steps
Sodium hydride (25 mg, 60%) was added to a stirred solution of methylbromoacetate (84 mg) and the compound of Example 3 (200 mg) in dry dimethylformamide (0.5 ml). The mixture was stirred at 23° C. for 18 hrs, then partitioned between water and ethyl acetate. The organic layer was separated, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with 9:1 hexanes:ethyl acetate to give the title compound as a clear oil. 1H NMR (250MHz, CDCl3) δ3.60-3.68 (1H, m), 3.68 (3H, s), 3.80-3.94 (1H, m), 3.95-4.21 (2H, q), 4.64-4.80 (3H, m), 7.23-7.39 (5H, m), 7.80 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05563161 |
|---|
| Source dataset | uspto-grants-1996_10 |
|---|
| ORD ID | ord-f22c5d4440b740ffa061f35ea6ef608d |
|---|
| Source note | uspto-grants-1996_10 |
|---|