HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Benzyl-1'-[(4-cyclobutylpiperazin-1-yl)carbonyl]spiro[indole-3,4'-piperidin]-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 1-Cyclobutylpiperazine | HCID 4738602 | — |
| Reactant | 1-Benzylspiro[indole-3,4'-piperidin]-2(1H)-one | HCID 49760220 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Benzyl-1'-[(4-cyclobutylpiperazin-1-yl)carbonyl]spiro[indole-3,4'-piperidin]-2(1H)-one | HCID 57513878 | — |
Reaction Steps
A suspension of 1-benzylspiro[indole-3,4′-piperidin]-2(1H)-one (0.417 mmol), 4-nitrophenyl chloroformate (84 mg, 0.417 mmol) and K2CO3 (172 mg, 1.25 mmol) in CH3CN (6 ml) is stirred at ambient temperature for 2 h. A solution of 1-cyclobutylpiperazine (0.417 mmol) and TEA (0.175 ml, 1.25 mmol) in CH3CN (4 ml) is added and the mixture is heated at 110° C. in a sealed tube overnight. Solvent is removed in vacuo and to the residue is added EtOAc (15 ml). The mixture is stirred at rt for 15 min and filtered. The filtrated is evaporated and the residue is purified by PTLC to give the title compound as a white solid. LC-MS (M+1): 458.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851474B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-fd9a610642864ff5a3aef4996fe75504 |
| Source note | uspto-grants-2010_12 |