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

HRID 47380

Reaction equation

HRID 47380 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]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1C=C.F[C:27](F)(F)[C:28](O)=O>C(#N)C>[CH2:27]([O:15][C:13]([CH:12]1[CH2:10][CH:11]([C:19]2[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=2[F:17])[C:3]2[C:4](=[CH:6][C:7]([Cl:9])=[CH:8][C:2]=2[Cl:1])[NH:5]1)=[O:14])[CH3:28]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 122813,5-DichloroanilineHCID 123056o-FluorostyreneHCID 35932772-Ketobutyrate

Product 1

HCID 102924405,7-Dichloro-4-(2-fluorophenyl)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 26 was prepared by the basic process from 5.0 mmol 3,5-dichloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol 2-fluorostyrene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile.

Sources & evidence

ORD record
ord-27d9e4937c4c45509a6be9ba641c99cc
Source dataset
uspto-grants-2004_03
Patent number
US06699877B2

Linked notes

Loading…