Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | N,N,N-Tributylbutan-1-aminium fluoride--hydrogen fluoride (1/1/2) | HCID 11748636 | — |
| Reactant | Potassium fluoride, 99%, spray-dried | HCID 53443437 | — |
| Reactant | HCID 178438598 | HCID 178438598 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178438666 | HCID 178438666 | 60% |
Reaction Steps
A mixture of 4′-({4-[trans-4-(oxiran-2-ylmethoxy)cyclohexyl]-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl}methyl)biphenyl-2-carbonitrile (0.25 g), potassium hydrogen fluoride (0.075 g), tetra-n-butylammonium dihydrogentrifluoride (0.015 g) and chlorobenzene (1 mL) was stirred at 120° C. for 5 hr. Potassium hydrogen fluoride (0.075 g) and tetra-n-butylammonium dihydrogentrifluoride (0.014 g) were added, and the mixture was stirred at 120° C. for 16 hr. Toluene was added, and the precipitate was filtered off. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.15 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115136B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-0a3b028604cf4e13b957294d4eda4506 |
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| Source note | uspto-grants-2015_08 |
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