HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-(Trifluoromethyl)cinnamic acid → N-[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-N-(4-pentyl-benzyl)-3-(3-trifluoromethyl-phenyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-(Trifluoromethyl)cinnamic acid | HCID 719451 | — |
| Reactant | 1-(4-benzyl-piperazin-1-yl)-(S)-2-(4-pentyl-benzylamino)-3-phenyl-propan-1-one | HCID 59808255 | — |
| Product | N-[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-N-(4-pentyl-benzyl)-3-(3-trifluoromethyl-phenyl)-acrylamide | HCID 67005299 | 69.9% |
Reaction Steps
Acylation of 1-(4-benzyl-piperazin-1-yl)-(S)-2-(4-pentyl-benzylamino)-3-phenyl-propan-1-one (43.5 mg, 0.09 mmol) according to the procedure described for the preparation of Example 1 with trans-3-trifluoromethyl-cinnamic acid (21.4 mg, 0.099 mmol) gave 42.9 mg (69%) of N—[(S)-1-benzyl-2-(4-benzyl-piperazin-1-yl)-2-oxo-ethyl]-N-(4-pentyl-benzyl)-3-(3-trifluoromethyl-phenyl)-acrylamide. LC-MS: tR=1.02 min; [M+H]+=682.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067419B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-54732595803e48a389fc5d5c3246b3fc |
| Source note | uspto-grants-2011_11 |