HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271460Generated: October 27, 2026
Azobisisobutyronitrile → 5-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridine
https://huagongshe.com/reaction/2271460
Participants
| Role | Name | HCID | Charge |
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| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-Bromo-5-(bromomethyl)-2-(difluoromethoxy)pyridine | HCID 90414793 | — |
| Reactant | 3-Bromo-2-(difluoromethoxy)-5-methylpyridine | HCID 90415076 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 5-((1H-1,2,4-Triazol-1-yl)methyl)-3-bromo-2-(difluoromethoxy)pyridine | HCID 90414984 | 60% |
Reaction Steps
3-Bromo-5-(bromomethyl)-2-(difluoromethoxy)pyridine. To a solution of 3-bromo-2-(difluoromethoxy)-5-methylpyridine (0.50 g, 2.1 mmol) in carbon tetrachloride (13 mL), was added 1-bromopyrrolidine-2,5-dione (0.521 g, 2.93 mmol), and azobisisobutyronitrile (44 mg, 0.26 mmol). The reaction mixture was stirred at 80° C. for 8 h. The reaction mixture was diluted with water and extracted with DCM. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 10-90%, EtOAc/hexanes) afforded the title compound (400 mg, 60%). [M+H]=317.88.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120770B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-b19f57ee78bd4c37afdb0ac8c09ada19 |
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| Source note | uspto-grants-2015_09 |
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