HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (+/-)-3,5-Dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl) benzoyl]-2-(phenylmethyl)-4-piperidinyl]-alpha-phenyl-1-piperazineacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (+/-)-3,5-Dimethylphenyl alpha-chlorobenzeneacetate | HCID 18630849 | — |
| Reactant | (+/-)-1-[3,5-Bis(trifluoromethyl)benzoyl]-2-(phenylmethyl)-4-(1-piperazinyl)piperidine | HCID 18630855 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | (+/-)-3,5-Dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl) benzoyl]-2-(phenylmethyl)-4-piperidinyl]-alpha-phenyl-1-piperazineacetate | HCID 15513280 | 43.1% |
Reaction Steps
A mixture of compound 15 (2.5 g), intermediate 5 (1.65 g) and sodium carbonate (0.64 g) in methylisobutylketon (50 ml) was stirred and refluxed for 3 hours. The reaction mixture was washed and the separated organic layer was dried, filtered and the solvent was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 100/0 and 99.5/0.5). The pure fractions were collected and the solvent was evaporated, yielding 1.59 g (43%) of (±)-3,5-dimethylphenyl cis-4-[1-[3,5-bis(trifluoromethyl)benzoyl]-2-(phenylmethyl)-4-piperidinyl]-α-phenyl-1-piperazineacetate (compound 43; mp. 88.1° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06521621B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-a43de800e945445f978495c9b2a5f7a5 |
| Source note | uspto-grants-2003_02 |