HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-((4-(4-Amino-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-tert-Butyl-3-((4-(3-fluoro-4-nitrobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)benzamide | HCID 57917722 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-((4-(4-Amino-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide | HCID 57917667 | 36.7% |
Reaction Steps
N-tert-butyl-3-((4-(3-fluoro-4-nitrobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)benzamide (435 mg, 0.92 mmol), iron powder (558 mg, 10 mmol) and 1M hydrochloric acid (1.5 mL, 1.5 mmol) were stirred in isopropyl alcohol (30 mL) for 1 hour. The reaction was concentrated under reduced pressure and the residue partitioned between dichloromethane and water. The organic layer was separated, dried (sodium sulfate) and concentrated under reduced pressure. The crude product was purified using silica chromatography to give the title compound (150 mg). MS (ESI) m/z 445.6 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314091B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-8e358582276a4fdea86655c61855ca1a |
| Source note | uspto-grants-2012_11 |