Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 14819728 | HCID 14819728 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14819729 | HCID 14819729 | 64.5% |
Reaction Steps
A solution of 7.0 g (0.018 mole) of 1-[3-bromo-6-fluoro-3,4-dihydroquinolin-2(1H)-one-7-yl)-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one in 60 mL of tetrahydrofuran was stirred, and 4.0 g (0.040 mole) of triethylamine was added. Upon completion of addition the reaction mixture was stirred at ambient temperature for 18 hours. The reaction mixture was concentrated under reduced pressure to give a residual solid. The solid was slurried in water and collected by filtration. The dried solid was slurried in 100 mL of hot ethyl acetate. The mixture was cooled, and the solid was collected by filtration to yield 3.6 g of 1-[6-fluoroquinolin-2(1H)-one-7-yl]-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one; m.p. 215°-217° C. The nmr spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04894084 |
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| Source dataset | uspto-grants-1990_01 |
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| ORD ID | ord-d6591b16be054ebf923cbe71cbc8c02e |
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| Source note | uspto-grants-1990_01 |
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