Trifluoroacetic acid → 5,7-Dichloro-4-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid ethyl ester

HRID 47395Notes

Reaction equation

HRID 47395 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].[CH2:10]([C:12](=O)[C:13]([O-:15])=[O:14])[CH3:11].[F:17][C:18]([F:28])([F:27])[C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)C=C.F[C:30](F)(F)[C:31](O)=O>C(#N)C>[CH2:30]([O:15][C:13]([CH:12]1[CH2:10][CH:11]([C:25]2[CH:24]=[CH:21][CH:20]=[C:19]([C:18]([F:17])([F:27])[F:28])[CH:26]=2)[C:3]2[C:4](=[CH:6][C:7]([Cl:9])=[CH:8][C:2]=2[Cl:1])[NH:5]1)=[O:14])[CH3:31]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 122813,5-DichloroanilineHCID 5209863-(Trifluoromethyl)styreneHCID 35932772-Ketobutyrate

Product 1

HCID 101367665,7-Dichloro-4-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 41 was prepared by the basic process from 5.0 mmol 3,5-dichloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol 3-trifluoromethylstyrene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile.

Sources & evidence

ORD record
ord-db95a7a6410547bbb591a6ab802ac5d2
Source dataset
uspto-grants-2004_03
Patent number
US06699877B2

Reaction notes

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