HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-Fluoro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3,3-dimethylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3-Dimethylbutanoyl chloride | HCID 81514 | — |
| Reactant | (4-Amino-3-fluorophenyl)(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazin-1-yl)methanone | HCID 86638550 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-Fluoro-4-(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-1-carbonyl)phenyl)-3,3-dimethylbutanamide | HCID 59175884 | 9.9% |
Reaction Steps
(4-Amino-3-fluorophenyl)(4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-benzyl)piperazin-1-yl)methanone (100 mg, 0.209 mmol) was stirred in dichloromethane (1 mL) with triethylamine (53 mg, 0.073 mL, 0.521 mmol) at 0° C. 3,3-Dimethylbutanoyl chloride (42 mg, 0.313 mmol) was added and the reaction allowed to stir for 2 hours. The reaction mixture was washed with water and the organic phase was purified by reverse phase acidic preparative HPLC to afford the title compound (12 mg). MS (ESI) m/z 578.5 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357679B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-f756ee295b07412f9b495f3944380303 |
| Source note | uspto-grants-2013_01 |