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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632595Generated: October 29, 2026

Acetone → (5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2R)-2,3-dihydroxypropyl]oxy}pyrimidin-2-yl)piperidin-4-yl]-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol dihydrochloride

https://huagongshe.com/reaction/632595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
Reactant(5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2R)-2,3-dihydroxypropyl]oxy}pyrimidin-2-yl)piperidin-4-yl]-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-olHCID 71657169—
Solventtert-Butyl methyl etherHCID 15413—
Product(5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2R)-2,3-dihydroxypropyl]oxy}pyrimidin-2-yl)piperidin-4-yl]-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol dihydrochlorideHCID 7165716850.4%

Reaction Steps

Reactions similar to those of Example 13 were performed except for using 10.8 μl (130 μmol) of 35% hydrochloric acid and using a mixed solvent of 0.43 ml of acetone and 0.43 ml of tert-butyl methyl ether instead of acetone, and from 43.3 mg (59.9 μmol) of (5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2R)-2,3-dihydroxypropyl]oxy}pyrimidin-2-yl)piperidin-4-yl]-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-ol, which was prepared by a method similar to that of Reference Example 27, 24.0 mg of the title compound was obtained as a white powder (yield: 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321747B2
Source datasetuspto-grants-2016_04
ORD IDord-cd43089378ce48f09d32f42ed0fbb566
Source noteuspto-grants-2016_04