Trifluoroacetic acid → 6-Chloro-4-(2-chlorophenyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid ethyl ester

HRID 47406

Reaction equation

HRID 47406 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH2:9]([C:11](=O)[C:12]([O-:14])=[O:13])[CH3:10].[Cl:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1C=C.F[C:26](F)(F)[C:27](O)=O>C(#N)C>[CH2:26]([O:14][C:12]([CH:11]1[CH2:9][CH:10]([C:18]2[CH:21]=[CH:22][CH:23]=[CH:24][C:17]=2[Cl:16])[C:7]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:8]=2)[NH:6]1)=[O:13])[CH3:27]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 78124-ChloroanilineHCID 149062-ChlorostyreneHCID 35932772-Ketobutyrate

Product 1

HCID 99682486-Chloro-4-(2-chlorophenyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 52 was prepared by the basic process from 5.0 mmol 4-chloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol 2-chlorostyrene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile.

Sources & evidence

ORD record
ord-4c953a40f50f4c198eedf80dff6e8398
Source dataset
uspto-grants-2004_03
Patent number
US06699877B2

Linked notes

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