HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-N-benzoyl-3-methyl-N'-(2-cyano-acetyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | (R)-1-Benzoyl-3-methylpiperazine | HCID 7578227 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-N-benzoyl-3-methyl-N'-(2-cyano-acetyl)piperazine | HCID 58630501 | 94.1% |
Reaction Steps
DCC (2.43 g) and triethylamine (5 ml) were added into a solution of cyanoacetic acid (1.00 g) and (R)-N-benzoyl-3-methylpiperazine (2.84 g) in THF (50 ml). After reaction stirred at room temperature for 12 hours, solvents were removed under vacuum to give a residue which was purified by silica gel column chromatography to afford 3 g of (R)-N-benzoyl-3-methyl-N′-(2-cyano-acetyl)piperazine. MS m/z: (M+H)+ calcd for C15H18N3O2 272.14, found 272.17. HPLC retention time: 0.93 minutes (column H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087610B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-4a0df95c9b4b498e9f87abb23dd872c0 |
| Source note | uspto-grants-2006_08 |