2-Amino-3-phenyl-succinic acid → 2-(3-Carboxy-6,8-dichloro-quinolin-2-ylamino)-3-phenyl-succinic acid

HRID 2065686Notes

Reaction equation

HRID 2065686 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[C:5]([Cl:16])[CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:17][CH:18]([CH:22]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:23]([OH:25])=[O:24])[C:19]([OH:21])=[O:20]>CS(C)=O>[C:12]([C:11]1[C:2]([NH:17][CH:18]([CH:22]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:23]([OH:25])=[O:24])[C:19]([OH:21])=[O:20])=[N:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([Cl:15])=[CH:6][C:5]=2[Cl:16])([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 3108842-Amino-3-phenyl-succinic acidHCID 866563792,6,8-Trichloroquinoline-3-carboxylic acid

Product 1

HCID 673574372-(3-Carboxy-6,8-dichloro-quinolin-2-ylamino)-3-phenyl-succinic acid

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In close analogy to the procedure described in Example 1, 2,6,8-trichloroquinoline-3-carboxylic acid is reacted with 2-amino-3-phenyl-succinic acid [J. Med. Chem. 1973, 16, 1277-1280.] in DMSO to provide the title compound in good yield.

Sources & evidence

ORD record
ord-9b25db7967b54784ad5404a2631b6554
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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