HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzylpiperazine → 1-[n-Cyclohexylcarbonyl-n-(2-pyridyl)-2-aminoethyl]-4-benzylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzylpiperazine | HCID 75994 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | N-Formylmethyl-N-(2-pyridyl)cyclohexanecarboxamide | HCID 21713921 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[n-Cyclohexylcarbonyl-n-(2-pyridyl)-2-aminoethyl]-4-benzylpiperazine | HCID 21713908 | — |
| Product | N-[(2,2-Dimethoxy)ethyl]-N-(2-pyridyl)cyclohexanecarboxamide | HCID 21713913 | — |
Reaction Steps
A mixture of 0.3 g of Compound 1B, 0.2 mL of 1-benzylpiperazine, 0.14 mL of acetic acid, 0.38 g of sodium triacetoxyborohydride and 7 mL of methylene chloride was stirred at room temperature for 24 h. Afterwards, it was diluted with water, alkalinized with 5% aq. sodium hydrogencarbonate. The organic layer was separated, dried on sodium sulphate and evaporated to dryness in vacuo affording a crude, which was purified by flash chromatography (methylene chloride—methanol 9.5:0.5) affording 0.03 g (3.6% overall from Compound 1A) of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06271234B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-09f50e0090264b51b724b89b75e78105 |
| Source note | uspto-grants-2001_08 |