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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632615Generated: October 31, 2026

Hydrochloric Acid → HCID 71657166, compound

https://huagongshe.com/reaction/632615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
Reactant(5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}pyrimidin-2-yl)piperidin-4-yl]-3-{(S)-fluoro[4-(trifluoromethyl)phenyl]methyl}-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-5-olHCID 89531585—
SolventMethanolHCID 887—
ProductHCID 71657166HCID 7165716694%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 86.7 mg (0.114 mmol) of (5S)-4-(4,4-Difluorocyclohexyl)-2-[1-(5-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}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 24, in 2 ml of methanol, 0.5 ml of 2 N hydrochloric acid was added, and the mixture was stirred at 50° C. for 2.5 hours. After completion of the reaction, 0.5 ml of 2 N sodium hydroxide aqueous solution was added to the reaction solution, then saturated sodium chloride aqueous solution was poured thereinto, and the reaction solution was extracted with ethyl acetate. The obtained organic phases were combined, washed with saturated sodium chloride aqueous solution, dried with magnesium sulfate and then filtered, and the solvent was distilled off under reduced pressure to provide 77.1 mg of the title compound as a white solid (yield: 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321747B2
Source datasetuspto-grants-2016_04
ORD IDord-c75a14563f5948d48ef9547508aeaabc
Source noteuspto-grants-2016_04