Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dibutyltin oxide | HCID 61221 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | HCID 178438593 | HCID 178438593 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178438432 | HCID 178438432 | 35% |
Reaction Steps
A mixture of 4′-[(4-{trans-4-[(3-methyl-4,5-dihydroisoxazol-5-yl)methoxy]cyclohexyl}-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrile (0.4 g), dibutyltin oxide (0.088 g), azidotrimethylsilane (2.4 g) and toluene (25 mL) was stirred at 110° C. for 48 hr. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous potassium fluoride solution and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.15 g, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921379B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-d528dccaea5b4e1eb091b2ea3e211ce1 |
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| Source note | uspto-grants-2014_12 |
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