HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(5-Bromo-4-cyano-2-fluorophenylamino)-4,4,4-trifluorobutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Bromo-4,5-difluorobenzonitrile | HCID 19261277 | — |
| Reactant | 2-Amino-4,4,4-trifluorobutanamide | HCID 44717372 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(5-Bromo-4-cyano-2-fluorophenylamino)-4,4,4-trifluorobutanamide | HCID 67510681 | 45.1% |
Reaction Steps
A solution of 2-bromo-4,5-difluorobenzonitrile (123 mg, 0.564 mmol), 2-amino-4,4,4-trifluorobutanamide (88 mg, 0.564 mmol) and DIEA (0.250 mL, 1.43 mmol) in DMSO (4 mL) was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, which was eluted with 0-70% EtOAc in hexane to give 2-(5-bromo-4-cyano-2-fluorophenylamino)-4,4,4-trifluorobutanamide (90 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359375B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-98fcb08da77b464ab4b7c9bddeb9d3ae |
| Source note | uspto-grants-2016_06 |