Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Bromo-4-fluorophenol | HCID 605472 | — |
| Reactant | 5-Bromo-3-nitropyridine-2-carbonitrile | HCID 2769698 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67485915 | HCID 67485915 | 96.2% |
Reaction Steps
A 1 L flask was charged with 2-bromo-4-fluorophenol (20.5 g, 107 mmol) and DMF (500 mL). The reaction was cooled to 0° C. and NaH (2.84 g, 118 mmol) was added slowly and stirred for 15 minutes. 5-Bromo-3-nitropicolinonitrile (24.5 g, 107 mmol) was added and reaction stirred at 0° C. for 20 minutes. Saturated NH4Cl (300 mL) was added and poured into 1L water and stirred. The resultant solids were filtered and dried in a vacuum oven overnight to afford 5-bromo-3-(2-bromo-4-fluorophenoxy)picolinonitrile (38.3 g, 95.8% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362037B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-d099357786004f19a0474986a4832dac |
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| Source note | uspto-grants-2013_01 |
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