HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorobenzoyl chloride → (S)-N-[2-(3,4-Dichloro-phenyl)-4-(2-oxo-[1,4']bipiperidinyl-1'-yl)-butyl]-2-fluoro-N-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorobenzoyl chloride | HCID 9808 | — |
| Reactant | (S)-1'-[3-(3,4-dichloro-phenyl)-4-methylamino-butyl]-[1,4']bipiperidinyl-2-one | HCID 69222215 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-N-[2-(3,4-Dichloro-phenyl)-4-(2-oxo-[1,4']bipiperidinyl-1'-yl)-butyl]-2-fluoro-N-methyl-benzamide | HCID 10119423 | — |
Reaction Steps
To solution of (S)-1′-[3-(3,4-dichloro-phenyl)-4-methylamino-butyl]-[1,4′]bipiperidinyl-2-one (0.3 g) in dichloromethane (7 mL) at 0° C. was added 2-fluorobenzoyl chloride neat. After 45 minutes at ambient temperature, the solution was washed with aqueous sodium bicarbonate, dried and evacuated to an oil which was purified with chromatography, eluting with methanol:dichloromethane (gradient 3:97, 6:94). Concentration to a viscous oil under high vacuum provided the title compound (0.3 g). MS: m/z=534(M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368461B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-22040af516774c5f8364cfad78fad938 |
| Source note | uspto-grants-2008_05 |