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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715896Generated: October 30, 2026

tert-Butanol → HCID 86682424, compound

https://huagongshe.com/reaction/715896

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant2-BromopyrimidineHCID 78345—
ReactantDiisopropylethylamineHCID 81531—
Reactant(-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinolineHCID 86682426—
SolventWaterHCID 962—
ProductHCID 86682424HCID 8668242487%

Reaction Conditions

Temperature65 °C

Reaction Steps

To 1.21 g (1.79 mmol) of (−)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 10, 0.90 g (5.7 mmol) of 2-bromopyrimidine, 1.0 ml (5.9 mmol) of diisopropylethylamine and 20 ml of tert-butanol were added, and the reaction solution was stirred at 65° C. for 2.5 hours. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. n-Hexane was added to the obtained residue and the precipitate was obtained by filtration to provide 1.17 g of the title compound as a white solid (yield: 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187450B2
Source datasetuspto-grants-2015_11
ORD IDord-2ae7482843c44512a98db353f2aed498
Source noteuspto-grants-2015_11