HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-phenylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2R)-2-amino-3-phenylpropanamide | HCID 7000171 | — |
| Reactant | 2-Bromo-4,5-difluorobenzonitrile | HCID 19261277 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-phenylpropanamide | HCID 67508222 | 99.9% |
Reaction Steps
A solution of 2-bromo-4,5-difluorobenzonitrile (218 mg, 1.00 mmol), D-phenylalanine amide (185 mg, 1.12 mmol) and DIEA (0.600 mL, 3.45 mmol) in DMSO (3 mL) was stirred at 120 C for 18 h. Water and EtOAc were added. The organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo to give (R)-2-(5-bromo-4-cyano-2-fluorophenylamino)-3-phenylpropanamide (362 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359375B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-86c13945402a404bbae4e91f1202fdb6 |
| Source note | uspto-grants-2016_06 |