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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632594Generated: October 29, 2026

Acetone → (5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2S)-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 dihydrobromide

https://huagongshe.com/reaction/632594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrogen BromideHCID 260—
ReactantHCID 71657166HCID 71657166—
Solventtert-Butyl methyl etherHCID 15413—
Product(5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2S)-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 dihydrobromideHCID 7165716775.3%

Reaction Steps

Reactions similar to those of Example 13 were performed except for using 13.0 μl (114 μmol) of 47% hydrobromic acid instead of 35% hydrochloric acid and using 0.37 ml of a 1:1 mixed solvent of acetone and tert-butyl methyl ether instead of acetone, and from 37.0 mg (51.2 μmol) of (5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(2S)-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 25, 34.1 mg of the title compound was obtained as a white powder (yield: 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321747B2
Source datasetuspto-grants-2016_04
ORD IDord-eb5d12897a11495a98b6c159221bf220
Source noteuspto-grants-2016_04