HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-Azido-N-[2-(2-fluoro-4-methoxy-phenyl)-ethyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Azidobenzoic acid | HCID 3034184 | — |
| Reactant | 2-(2-Fluoro-4-methoxyphenyl)ethanamine | HCID 22175009 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Azido-N-[2-(2-fluoro-4-methoxy-phenyl)-ethyl]-benzamide | HCID 22250959 | — |
Reaction Steps
4-Azidobenzoic acid (1.5 equivalents) was dissolved in THF. EDC (1.5 equivalents), DIEA (1.5 equivalents) and DMAP (0.1 equivalents) were added followed by 2-(2-fluoro-4-methoxy-phenyl)-ethylamine (1 equivalent). The reaction was then allowed to stir overnight at room temperature. EtOAc was added and the reaction was washed with 10% citric acid, 10% sodium bicarbonate and brine. After drying over Na2SO4, solvent was removed and the residue was purified by flash chromatography 20% EtOAc/DCM to yield the title compounds as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06638927B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-c14cbe76ff1d4d7db1daf86a63292c5a |
| Source note | uspto-grants-2003_10 |