HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58042480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Chloro-6-cyclopropylpyridin-3-OL | HCID 58042487 | — |
| Reactant | tert-butyl 5-chloro-2,4-difluorobenzoate | HCID 58042499 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58042480 | HCID 58042480 | 94.3% |
Reaction Steps
To a solution of tert-butyl 5-chloro-2,4-difluorobenzoate (Preparation 59, 35.7 g, 143.86 mmol) in DMSO (97.6 mL) was added 5-chloro-6-cyclopropylpyridin-3-ol (Preparation 69, 24.4 g, 143.86 mmol) and stirred at room temperature until a solution obtained. Potassium carbonate (49.7 g, 359.65 mmol) was added portion wise maintaining the internal temperature at 15-25° C. with a cold water jacket. The reaction mixture was stirred at room temperature for 12 hours, cold water charged and the resulting slurry stirred for 90 minutes. The mixture was filtered, washed with water and dried to give the title compound as a pale yellow solid (54.0 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592629B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-402152241ad647f79baa56189bf86c68 |
| Source note | uspto-grants-2013_11 |