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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443260Generated: October 28, 2026

4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal → 2-Amino-5-{[4,4-dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-8-fluoro-quinoline

https://huagongshe.com/reaction/1443260

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 17989086—
Reactant2,5-Diamino-8-fluoroquinolineHCID 17989152—
Reactant5-amino-8-fluoroquinolin-2(1H)-oneHCID 17989189—
CatalystTitanium TetrachlorideHCID 24193—
Product2-Amino-5-{[4,4-dimethyl-6-fluoro-2-hydroxy-5-methoxy-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-8-fluoro-quinolineHCID 68679832—

Reaction Steps

Analogously to Example 10, a mixture of the corresponding imines is produced starting from 237 g of 4-(3-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 137 mg of a mixture that consists of 5-amino-8-fluoroquinolin-2(1H)-one and 2,5-diamino-8-fluoroquinoline. Analogously to Example 3, the mixture of imines with 2.5 ml of titanium tetrachloride solution (1 M in dichloromethane) is reacted, and the two title compounds are obtained after chromatography on silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659297B2
Source datasetuspto-grants-2010_02
ORD IDord-86d770cafe674d60907599032e4d0e79
Source noteuspto-grants-2010_02