Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-4-fluorobenzonitrile | HCID 123579 | — |
| Reactant | 5-Chloro-6-cyclopropylpyridin-3-OL | HCID 58042487 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66666781 | HCID 66666781 | — |
Reaction Steps
5-chloro-6-cyclopropylpyridin-3-ol (250 mg, 1.47 mmol), 3-bromo-4-fluorobenzonitrile (Preparation 37, 295 mg, 1.47 mmol) and potassium carbonate (611 mg, 4.42 mmol) were suspended in dimethylsulfoxide (6 mL). The reaction mixture was stirred at 5 hours at 50° C. then water (60 mL) was added and the suspension was extracted by ethyl acetate (3×30 mL). The organic layers were combined, washed with brine (3×15 mL), dried over magnesium sulfate, filtered and concentrated under vacuum to afford the title compound as a clear oil which solidified on standing (485 mg, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772343B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-6699efd91eca4fa188687f5f7f217aa3 |
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| Source note | uspto-grants-2014_07 |
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