HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(4-chlorophenyl)-N-cyclohexyl-2-methylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2-(4-Chlorophenyl)-2-methylpropionic acid | HCID 80406 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(4-chlorophenyl)-N-cyclohexyl-2-methylpropanamide | HCID 11659168 | — |
Reaction Steps
BOP (200 μL, 0.25 M in DMF, 50 μmol) was added to a solution of 2-(4-chlorophenyl)-2-methylpropanoic acid (200 μL, 0.25 M in DMF, 50 μmol) at RT, followed by addition of N-methyl morpholine (40 μL). The mixture was stirred at RT for 15 min, then a solution of cyclohexylamine in DMF (200 μL, 0.25 M in DMF, 50 μmol) was added. The resulting mixture was stirred at RT for 3 h, and then was adjusted by TFA to PH=2.0, and diluted with DMSO (1100 μL). The resulting solution was purified by prep.-HPLC to afford the desired product 2-(4-chlorophenyl)-N-cyclohexyl-2-methylpropanamide. LCMS: (M+H)+=280.0/282.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687665B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-f026db2a1f324d42994612dd26791d0c |
| Source note | uspto-grants-2010_03 |