HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 5-Acetyl-2-(4-bromo-2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-Acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester | HCID 86596773 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Acetyl-2-(4-bromo-2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester | HCID 86598639 | 87% |
Reaction Steps
A mixture of 5-acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (251 mg, 0.739 mmol), NBS (139 mg, 0.781 mmol), and catalytic amount of HBr (48%) in DMF (3 mL) was stirred for 19 hours at room temperature. The reaction mixture was diluted with EtOAc, and washed with water (5×). The organic layer was dried over MgSO4, filtered, and concentrated to give the desired product (269 mg, 87%) that was used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772234B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-17e403e9239346ec82ea48a9b57a2657 |
| Source note | uspto-grants-2010_08 |