HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Fluorophenethylamine → N-[2-(4-fluoro-phenyl)-ethyl]-4-pentafluoroethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Fluorophenethylamine | HCID 4653 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 4-(1,1,2,2,2-Pentafluoroethyl)benzoic acid | HCID 23067883 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[2-(4-fluoro-phenyl)-ethyl]-4-pentafluoroethyl-benzamide | HCID 86613992 | 99.3% |
Reaction Steps
A solution of 4-pentafluoroethyl-benzoic acid (500 mg, 2.08 mmol), 2-(4-fluorophenyl)ethylamine (319 mg, 2.29 mmol), 4-methylmorpholine (632 mg, 6.24 mmol), and HBTU (1.19 g, 3.12 mmol) in DMF (38 mL) was stirred at RT for 16 h, then the reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) afforded the title compound (746 mg, 99%). White solid, MS (ISP) 362.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745477B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-43582dbf12b64768b36d16026bb44d98 |
| Source note | uspto-grants-2010_06 |