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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444515Generated: November 1, 2026

4-(3-Chloro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal → 5-{[6-Chloro-4,4-dimethyl-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-6-methylquinolin-2(1H)-one

https://huagongshe.com/reaction/1444515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Chloro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 17989137—
Reactant5-amino-6-methylquinolin-2(1H)-oneHCID 22226614—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
Product5-{[6-Chloro-4,4-dimethyl-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-6-methylquinolin-2(1H)-oneHCID 686792031.4%

Reaction Steps

Analogously to Example 10, the corresponding imine is produced starting from 500 mg of 4-(3-chloro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 300 mg of 5-amino-6-methylquinolin-2(1H)-one. 10 mg of the title compound is obtained by reaction of 80 mg of the imine with 2.5 ml of titanium tetrachloride solution (1 M in dichloromethane) in 4.3 ml of dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662821B2
Source datasetuspto-grants-2010_02
ORD IDord-074e735e1a714bcf99267863108b1728
Source noteuspto-grants-2010_02