Trifluoroacetic acid → Ethyl 6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline-6-carboxylate

HRID 47413

Reaction equation

HRID 47413 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:6]=[C:7](Cl)[CH:8]=1)[NH2:5].[CH2:10]([C:12](=O)[C:13]([O-:15])=[O:14])[CH3:11].C1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=C1.F[C:27](F)(F)[C:28](O)=O>C(#N)C>[CH2:27]([O:15][C:13]([CH:12]1[CH:10]2[CH2:19][C:20]3[C:25]([CH:11]2[C:6]2[C:4](=[CH:3][CH:2]=[CH:8][CH:7]=2)[NH:5]1)=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:14])[CH3:28]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 7219IndeneHCID 122813,5-DichloroanilineHCID 35932772-Ketobutyrate

Product 1

HCID 495051Ethyl 6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline-6-carboxylateYield 89%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 61 was prepared with a yield of 89% by the basic process from 5.0 mmol 3,5-dichloroaniline, 5.5 mmol ethylglyoxalate solution (50% toluene), 15.0 mmol indene and 5.0 mmol trifluoroacetic acid in 30.0 ml acetonitrile.

Sources & evidence

ORD record
ord-25c685d2029c421d87fc7d08ba62101e
Source dataset
uspto-grants-2004_03
Patent number
US06699877B2

Linked notes

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