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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632580Generated: October 29, 2026

Hydrochloric Acid → (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydr oquinolin-5-ol dihydrochloride

https://huagongshe.com/reaction/632580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydr oquinolin-5-olHCID 71656703—
SolventEthyl AcetateHCID 8857—
Product(5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydr oquinolin-5-ol dihydrochlorideHCID 7165670286%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 0.70 g (0.95 mmol) of (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)propoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol, which was prepared by a method similar to that of Reference Example 22, in 4.8 ml of ethyl acetate, 0.17 ml (2.0 mmol) of 35% hydrochloric acid was added dropwise with stirring at 60° C. Then, the reaction mixture was cooled to 20° C. and stirred for 3 hours. The precipitated solid was obtained by filtration, washed with 5 ml of ethyl acetate twice and then dried under reduced pressure at 60° C. to provide 659 mg of the title compound as a white powder (yield: 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321747B2
Source datasetuspto-grants-2016_04
ORD IDord-ae51212294cd40648f31b0fffa767302
Source noteuspto-grants-2016_04