5-Aminoquinoline → HCID 10194889, compound

HRID 2054922Notes

Reaction equation

HRID 2054922 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH3:20])=[C:6]([C:8]([CH3:18])([CH3:17])[CH2:9][C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][O:11]2)[CH:7]=1.[NH2:21][C:22]1[CH:31]=[CH:30][CH:29]=[C:28]2[C:23]=1[CH:24]=[CH:25][CH:26]=[N:27]2>CCCCCC.C(OCC)(=O)C>[N:27]1[C:28]2[C:23](=[C:22]([NH:21][CH2:12][C:10]([C:13]([F:16])([F:15])[F:14])([OH:11])[CH2:9][C:8]([C:6]3[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[O:19][CH3:20])([CH3:18])[CH3:17])[CH:31]=[CH:30][CH:29]=2)[CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 119115-AminoquinolineHCID 160992392-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane

Product 1

HCID 10194889HCID 10194889, compoundYield 27.7%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Analogously to Example 1, 200 mg (0.48 mmol) of 2-[2-(5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-(trifluoromethyl)oxirane is reacted with 99 mg (0.68 mmol) of 5-aminoquinoline. After chromatography on silica gel with hexane-ethyl acetate (0-70%), 58 mg of the product is obtained.

Sources & evidence

ORD record
ord-d7436c4ef0db4cd699bed6f529cb6e02
Source dataset
uspto-grants-2008_02
Patent number
US07329753B2

Reaction notes

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