HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (R)-2-(4-cyano-2,3-difluorophenylamino)-4-methylpentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,3,4-Trifluorobenzonitrile | HCID 518936 | — |
| Reactant | (R)-2-Amino-4-methylpentanamide hydrochloride | HCID 56776963 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-2-(4-cyano-2,3-difluorophenylamino)-4-methylpentanamide | HCID 67508536 | 25.2% |
Reaction Steps
To 2,3,4-trifluorobenzonitrile (265 mg, 1.68 mmol) in a flask, a solution of D-leucine amide hydrochloride (282 mg, 1.68 mmol) and DIEA (0.880 mL, 5.06 mmol) in DMSO (5 mL) was added. After being stirred at room temperature for 68 h, water and EtOAc were added. The organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo. The residue was purified by a silica gel column, eluted with 0-70% EtOAc in hexane to give (R)-2-(4-cyano-2,3-difluorophenylamino)-4-methylpentanamide (113 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359375B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f060f87e6e11480c8e47de3f50814b67 |
| Source note | uspto-grants-2016_06 |