HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 2-(4-Cyclopropanesulfonyl-phenyl)-2-(2,4-difluoro-phenoxy)-N-(5-methoxy-thiazol-2-yl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 5-Methoxy-1,3-thiazol-2-amine | HCID 20316283 | — |
| Reactant | 2-(4-Cyclopropylsulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acid | HCID 59610032 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Cyclopropanesulfonyl-phenyl)-2-(2,4-difluoro-phenoxy)-N-(5-methoxy-thiazol-2-yl)-acetamide | HCID 59610065 | 34.7% |
Reaction Steps
To a mixture of 2-(4-cyclopropanesulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acid (0.1 g, 0.27 mmol), 5-methoxy-thiazol-2-ylamine (0.042 g, 0.33 mmol), HOBt (0.044 g, 0.33 mmol), and EDCI (0.062 g, 0.33 mmol), in DMF (10 mL), was added N-methyl morpholine (0.034 g, 0.33 mmom). The resulting mixture was stirred at room temperature overnight followed by dilution with DCM. The reaction mixture was poured into water; organic layer was washed with water, brine, dried over sodium sulfate, and the organic solvent evaporated to get a residue which was purified by column chromatoghaphy using 40-50% ethylacetate in hexane as eluent to provide the title compound (0.045 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501955B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-5c6e757e906644d6bc995ef116271db8 |
| Source note | uspto-grants-2013_08 |