HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(2,2,2-trifluoro-1,1-dimethyl-ethyl)carbonylaminomethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 3,3,3-Trifluoro-2,2-dimethylpropanoic acid | HCID 19867367 | — |
| Reactant | N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-aminomethyl-benzamide | HCID 67116388 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[4-Methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(2,2,2-trifluoro-1,1-dimethyl-ethyl)carbonylaminomethyl-benzamide | HCID 52919089 | — |
Reaction Steps
To 1.0 mL of a 0.13 M solution of 3,3,3-trifluoro-2,2-dimethyl-propionic acid (0.13 mmol) in DMF was added 1.0 mL of a 0.1 M solution of N-[4-methoxy-3-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-aminomethyl-benzamide (0.10 mmol) in DMF and triethylamine (70 μL, 0.50 mmol). Then 1.0 mL of a 0.115 M solution of TBTU (0.115 mmol) in DMF was added and the mixture was stirred overnight. The reaction mixture was directly purified via prep. HPLC to furnish the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08951999B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-c8d0b647482d47a1b88604b386905b31 |
| Source note | uspto-grants-2015_02 |