HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(but-3-ynyl)-N-methylpiperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 1-(But-3-yn-1-yl)piperazine | HCID 24700258 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methylamine | HCID 6329 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(but-3-ynyl)-N-methylpiperazine-1-carboxamide | HCID 86608228 | — |
Reaction Steps
A solution of 1-(but-3-ynyl)piperazine (445 mg) in THF (4 mL) was treated with 4-nitrophenyl carbonochloridate (649 mg) at rt for 5 min. A precipitate formed immediately, and the suspension was treated with Et3N (0.45 mL) to ensure complete reaction. The suspension was diluted with H2O (2 mL), MeOH (2 mL) and 40% aq. MeNH2 (4.0 mL) and stirred at rt for 3 days. Extraction with DCM (50 mL), washing (NaOH 2M), drying (Na2SO4) and concentration gave 4-(but-3-ynyl)-N-methylpiperazine-1-carboxamide (370 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093229B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-ec6fb3c283a344aaa278dbc8eaea435c |
| Source note | uspto-grants-2012_01 |