HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(1-(3-Bromo-7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)-N-(2-(ethylsulfonyl)ethyl)-2-(4-fluoro-3-(trifluoromethyl)phenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Fluoro-3-(trifluoromethyl)phenylacetic acid | HCID 2737593 | — |
| Reactant | 3-Bromo-2-(1-(2-(ethylsulfonyl)ethylamino)ethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one | HCID 58796896 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | N-(1-(3-Bromo-7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)-N-(2-(ethylsulfonyl)ethyl)-2-(4-fluoro-3-(trifluoromethyl)phenyl)acetamide | HCID 58796903 | 97.9% |
Reaction Steps
To a flask with E4 (310 mg, 0.77 mmol) was added 2-(4-fluoro-3-(trifluoromethyl)phenyl)acetic acid (187 mg, 0.84 mmol), EDC (440 g, 2.3 mmol), HOBt (52 mg, 0.38 mmol), followed by 14 mL of anhydrous DMF and N-methyl morpholine (0.25 mL, 2.3 mmol). The reaction was stirred at room temperature overnight and worked up with ethyl acetate and water. Column chromatography with gradient ethyl acetate/dichloromethane (3:1 to 2:1 to 1:1) gave 460 mg E5 as an yellow foamy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799795B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-98c436baca164e50a1e5e7ccc9003fa9 |
| Source note | uspto-grants-2010_09 |