HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Quinoxaline-6-carboxylic acid 3-phenoxybenzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Quinoxaline-6-carboxylic acid | HCID 674813 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | (4-Phenoxyphenyl)methanamine | HCID 2760343 | — |
| Reactant | HCID 58875320 | HCID 58875320 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Quinoxaline-6-carboxylic acid 3-phenoxybenzylamide | HCID 58387890 | 40% |
Reaction Steps
To a solution of quinoxaline-6-carboxylic acid described in Preparation Example I-1 (15 mg, 0.063 mmol) and 4-phenoxybenzylamine described in Preparation Example 3 (13 mg, 0.063 mmol) in N,N-dimethylformamide (2 mL) were added benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate (36 mg, 0.069 mmol) and triethylamine (19 μl, 0.14 mmol), which was then stirred at room temperature for 24 hours. The reaction mixture was concentrated, the residue was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and the title compound (12 mg, 0.025 mmol, 40%) was obtained as a trifluoroacetic acid salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-c97b1c525ab94f2989d87a0777c7da3e |
| Source note | uspto-grants-2011_04 |