5-Amino-1,2-dihydroquinolin-2-one → 5-{[2-Hydroxy-4-methyl-4-phenyl-2-(trifluoromethyl)pentylidene]amino}quinolin-2(1H)-one

HRID 1869357Notes

Reaction equation

HRID 1869357 reaction equation
[OH:1][C:2]([C:15]([F:18])([F:17])[F:16])([CH2:5][C:6]([CH3:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:7])[CH:3]=O.[NH2:19][C:20]1[CH:29]=[CH:28][CH:27]=[C:26]2[C:21]=1[CH:22]=[CH:23][C:24](=[O:30])[NH:25]2>>[OH:1][C:2]([C:15]([F:16])([F:17])[F:18])([CH2:5][C:6]([CH3:7])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH3:14])[CH:3]=[N:19][C:20]1[CH:29]=[CH:28][CH:27]=[C:26]2[C:21]=1[CH:22]=[CH:23][C:24](=[O:30])[NH:25]2

Participants

3

Reactant 2

HCID 157190785-Amino-1,2-dihydroquinolin-2-oneHCID 179890922-Hydroxy-4-methyl-4-phenyl-2-trifluoromethylpentanal

Product 1

HCID 179892085-{[2-Hydroxy-4-methyl-4-phenyl-2-(trifluoromethyl)pentylidene]amino}quinolin-2(1H)-one

Procedure

Analogously to Example 13, 600 mg of 2-hydroxy-4-methyl-4-phenyl-2-(trifluoromethyl)pentanal and 337 mg of 5-aminoquinolin-2(1H)-one (52313) are converted into 570 mg of product.

Sources & evidence

ORD record
ord-b12bbb00601d4fbbaa8e53a52090f7fa
Source dataset
uspto-grants-2009_12
Patent number
US07638515B2

Reaction notes

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