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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869430Generated: October 30, 2026

5-Amino-1,2-dihydroquinolin-2-one → 5-{[2-Hydroxy-5-methoxy-2-(pentafluoroethyl)-4,4,7-trimethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one

https://huagongshe.com/reaction/1869430

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-1,2-dihydroquinolin-2-oneHCID 15719078—
Reactant4-(2-Methoxy-4-methylphenyl)-2-hydroxy-4-methyl-2-(pentafluoroethyl)pentanalHCID 17989161—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
Product5-{[2-Hydroxy-5-methoxy-2-(pentafluoroethyl)-4,4,7-trimethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-oneHCID 865999280.7%

Reaction Steps

Analogously to Example 10, the corresponding imine is produced starting from 200 mg of 4-(2-methoxy-4-methylphenyl)-2-hydroxy-4-methyl-2-(pentafluoroethyl)pentanal and 93 mg of 5-aminoquinolin-2(1H)-one. 2 mg of the title compound is obtained by reaction of 80 mg of the imine with 1.6 ml of titanium tetrachloride solution (1 M in dichloromethane) in 5 ml of dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638515B2
Source datasetuspto-grants-2009_12
ORD IDord-db1b7463b07f40588112477b02068cc0
Source noteuspto-grants-2009_12