Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 66618788 | HCID 66618788 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66777815 | HCID 66777815 | 7.3% |
Reaction Steps
A mixture of 2-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]-9-(2-trifluoromethylphenyl)-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[1,5-a]azepin-9-ol obtained in Example 181 (49 mg), p-toluenesulfonic acid (76 mg) and toluene (7 mL) was heated under reflux for two hours. Ethyl acetate and saturated sodium bicarbonate were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The solid was removed by filtration. The mother liquor was concentrated under reduced pressure, and then the residue was purified by silica gel column chromatography (chloroform-methanol system) to obtain 3.46 mg of the title compound as an oil. The property values of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754100B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-27ba5663fa5540e58449c25d1b6a2579 |
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| Source note | uspto-grants-2014_06 |
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