HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Methanesulfonyl-N-(5-phenyl-2-pyrazinyl)spiro[indoline-3,4'-piperidine]-1'-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl 5-phenylpyrazin-2-ylcarbamate | HCID 9879110 | — |
| Reactant | 1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochloride | HCID 21956084 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Methanesulfonyl-N-(5-phenyl-2-pyrazinyl)spiro[indoline-3,4'-piperidine]-1'-carboxamide | HCID 12108781 | 93% |
Reaction Steps
A mixture of phenyl N-(5-phenyl-2-pyrazinyl)carbamate 1-2 (7, 350 mg, 1.20 mmol), 1-methylsulfonylspiro[indoline-3,4′-piperidine]hydrochloride 1-3 (400 mg, 1.32 mmol) and Et3N (0.5 mL, 3.6 mmol) in CHCl3 (6 mL) was heated to reflux for 3 h. After cooling, the mixture was diluted with EtOAc, washed with 10% citric acid, sat. NaHCO3 and brine, dried over MgSO4, and concentrated under reduced pressure to start precipitation. The precipitate was collected by filtration and dried in vacuio to give 100 (517 mg, 93%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06638942B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-61921fd259ca418c9badf948f7935afd |
| Source note | uspto-grants-2003_10 |