HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-((2-(2,4-Difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, (2R-cis)- → (2R,3R)-2-(2,4-difluorophenyl)-3-(5-fluoro-3',6'-dihydro-2,4'-bipyridin-1'(2'H)-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-((2-(2,4-Difluorophenyl)-3-methyloxiran-2-yl)methyl)-1H-1,2,4-triazole, (2R-cis)- | HCID 10131191 | — |
| Reactant | Lithium perchlorate trihydrate | HCID 23708903 | — |
| Reactant | 5-Fluoro-1',2',3',6'-tetrahydro-2,4'-bipyridine | HCID 67304694 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2R,3R)-2-(2,4-difluorophenyl)-3-(5-fluoro-3',6'-dihydro-2,4'-bipyridin-1'(2'H)-yl)-1-(1,2,4-triazol-1-yl)butan-2-ol | HCID 44538712 | 47.8% |
Reaction Steps
(2R,3S)-2-(2,4-Difluorophenyl)-3-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)oxirane (0.76 g, 3.0 mmol) and 5-fluoro-1′,2′,3′,6′-tetrahydro-2,4′-bipyridine (1.63 g, 9.3 mmol) were dissolved in acetonitrile (20 ml), and lithium perchlorate trihydrate (1.50 g, 9.3 mmol) was added thereto and refluxed for 40 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was dissolved in ethyl acetate and washed with water. The solvent was again evaporated under a reduced pressure, and the residue was purified using a silica gel column to obtain 0.63 g of the intended substance (yield 47.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973056B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-08b7610317614fba88d9eae3cc025324 |
| Source note | uspto-grants-2011_07 |