HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715859Generated: October 30, 2026
Hydrochloric Acid → HCID 76372416, compound
https://huagongshe.com/reaction/715859
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86682430 | HCID 86682430 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 76372416 | HCID 76372416 | 67.2% |
Reaction Steps
To 78 mg (0.094 mmol) of 2-{1-[5-(Cyclohex-1-en-1-yl)pyrimidin-2-yl]piperidin-4-yl}-4-(4,4-difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 18, 0.4 ml of 6 N hydrochloric acid and 2 ml of 1,4-dioxane were added, and the reaction solution was stirred at 80° C. for 3 hours. After completion of the reaction, the reaction solution was poured into saturated sodium hydrogencarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=95/5-80/20 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure. Diethyl ether was added to the obtained residue and the precipitate was obtained by filtration to provide 45 mg of the title compound as a white solid (yield: 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187450B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-5cb5a5b764c44d8eb17c88d06ebc83df |
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| Source note | uspto-grants-2015_11 |
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