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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715859Generated: October 30, 2026

Hydrochloric Acid → HCID 76372416, compound

https://huagongshe.com/reaction/715859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86682430HCID 86682430—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 76372416HCID 7637241667.2%

Reaction Conditions

Temperature80 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187450B2
Source datasetuspto-grants-2015_11
ORD IDord-5cb5a5b764c44d8eb17c88d06ebc83df
Source noteuspto-grants-2015_11