HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,6-Difluorobenzoyl chloride | HCID 87438 | — |
| Reactant | Ethyl 2-amino-2-cyanoacetate | HCID 288716 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate | HCID 59455767 | 84% |
Reaction Steps
To a solution of ethyl 2-amino-2-cyanoacetate (1 eq) in 6 mL of dichloromethane was added pyridine (1.5 eq) and 2,6-difluorobenzoyl chloride (1 eq) at 0° C. The reaction mixture was stirred at room temperature for 3 hours. The mixture was diluted with ethyl acetate, washed with brine, then dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by flash chromatography (EtOAc: hexanes=1:1) to give the titled compound (84%). LC/MS (m/z): 269.1 (MH+), Rt: 0.69 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09173883B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-69ffa9776b1c4286a45b3b3312fcef86 |
| Source note | uspto-grants-2015_11 |