Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Heptane | HCID 8900 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-[Bis(4-trifluoromethoxyphenyl)hydroxymethyl]piperidine | HCID 19040926 | — |
| Reactant | HCID 22006937 | HCID 22006937 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15515186 | HCID 15515186 | 51.4% |
Reaction Steps
This compound was prepared in a manner analogous to that of Step D of Example 12, with 2.0 grams (0.007 mole) of 4,5-dihydro-1-methyl-5-oxo-4-(4-bromomethylphenyl)-1H-1,2,4-triazole, 2.0 grams (0.005 mole) of 4-[bis(4-trifluoromethoxyphenyl)hydroxymethyl]piperidine (prepared as in Step C of Example 12), and 3.2 grams (0.025 mole) of N,N-diisopropylethylamine in about 15 mL of dimethyl sulfoxide as reagents. The crude reaction product was subjected to column chromatography on silica gel, with 2:8 heptane:ethyl acetate, and then pure ethyl acetate as eluants. The product-containing fractions were combined and concentrated under reduced pressure, yielding 1.6 grams of N-[4-(4,5-dihydro-1-methyl-5-oxo-1H-1,2,4-triazol-4-yl)phenylmethyl]-4-[bis(4-trifluoromethoxyphenyl)hydroxymethyl]piperidine. The NMR spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05639763 |
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| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-7ddedc8cd7d94868b217535c86cbd85c |
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| Source note | uspto-grants-1997_06 |
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