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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443189Generated: October 25, 2026

5-Amino-1,2-dihydroquinolin-2-one → 5-{[4,4-Dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-one

https://huagongshe.com/reaction/1443189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-1,2-dihydroquinolin-2-oneHCID 15719078—
Reactant4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 17989086—
CatalystTitanium TetrachlorideHCID 24193—
Product5-{[4,4-Dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-trifluoromethyl-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-quinolin-2(1H)-oneHCID 686804842.7%

Reaction Steps

Analogously to Example 3, the corresponding imine is produced starting from 500 mg of 4-(3-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal and 260 mg of 5-aminoquinolin-2(1H)-one. By reaction of 80 mg of the imine with 0.5 ml of titanium tetrachloride (1 M in dichloromethane), 20 mg of the title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659297B2
Source datasetuspto-grants-2010_02
ORD IDord-05b554d17a4d4c94963d03bd67eecc12
Source noteuspto-grants-2010_02