HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-((3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Difluoro-3-hydroxybenzamide | HCID 45120136 | — |
| Reactant | 3-(2-(Benzyloxy)-4-chlorophenyl)-5-(bromomethyl)-1,2,4-thiadiazole | HCID 59549520 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-((3-(2-(Benzyloxy)-4-chlorophenyl)-1,2,4-thiadiazol-5-yl)methoxy)-2,6-difluorobenzamide | HCID 59549535 | 33.6% |
Reaction Steps
To a solution of 3-(2-(benzyloxy)-4-chlorophenyl)-5-(bromomethyl)-1,2,4-thiadiazole (0.33 g, 0.83 mmol) in DMF (10 ml) was added 2,6-difluoro-3-hydroxybenzamide (0.13 g, 0.75 mmol) and potassium carbonate (0.403 g, 2.92 mmol). The reaction mixture was stirred at room temperature for 16 h under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under vacuum, added 25 ml water and extracted with ethyl acetate (3×25 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 40% EtOAc-Hexane) to get the desired product (0.123 g, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492414B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-b8b40631b5bc4c6095265de673faeb39 |
| Source note | uspto-grants-2013_07 |