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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrogen Bromide | HCID 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-ol | HCID 71656789 | — |
| Solvent | Methyl Ethyl Ketone | HCID 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 dihydrobromide | HCID 71656788 | 96.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321747B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-3ad66ed29b374df6b2b800843c0288d5 |
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| Source note | uspto-grants-2016_04 |
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