HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Cyanophenyl isocyanate → (2R,5S)-4'-Cyano-4-(4-cyano-3-fluoro-5-methoxyphenyl)-2,5-dimethylpiperazine-1-carboxanilide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Cyanophenyl isocyanate | HCID 170380 | — |
| Reactant | 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluoro-6-methoxybenzonitrile | HCID 68691170 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2R,5S)-4'-Cyano-4-(4-cyano-3-fluoro-5-methoxyphenyl)-2,5-dimethylpiperazine-1-carboxanilide | HCID 68695786 | 69.1% |
Reaction Steps
Into 20 ml of acetonitrile was dissolved 500 mg of 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluoro-6-methoxybenzonitrile, and then 274 mg of 4-isocyanatobenzonitrile was added thereto, followed by 1 hour of stirring at room temperature. The reaction solution was concentrated, followed by addition of ethyl acetate and filtration. The filtrate was removed by evaporation and the resulting powder was crystallized from hexane-ethyl acetate (85:15, v/v) to obtain 535 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297698B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-fe9b58de3b014ccba22663b3ada003ff |
| Source note | uspto-grants-2007_11 |