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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632582Generated: October 29, 2026

Hydrogen Bromide → (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)-2-methylpropoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol dihydrobromide

https://huagongshe.com/reaction/632582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant(5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)-2-methylpropoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-olHCID 71656789—
SolventMethyl Ethyl KetoneHCID 6569—
Product(5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)-2-methylpropoxy]pyrimidin-2-yl}piperidin-4-yl)-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol dihydrobromideHCID 7165678896.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 50.7 mg (0.0675 mmol) of (5S)-4-(4,4-Difluorocyclohexyl)-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-2-(1-{5-[3-hydroxy-2-(hydroxymethyl)-2-methylpropoxy]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 19, in 0.5 ml of methyl ethyl ketone, 15 μl (0.13 mmol) of 47% hydrobromic acid was added dropwise with stirring at 40° C. Then, the reaction mixture was cooled to 20° C. and stirred for 30 minutes. The precipitated solid was obtained by filtration, washed with methyl ethyl ketone and then dried under reduced pressure at 60° C. to provide 57 mg of the title compound as a white powder (yield: 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321747B2
Source datasetuspto-grants-2016_04
ORD IDord-3ad66ed29b374df6b2b800843c0288d5
Source noteuspto-grants-2016_04