3-Fluorophenylalanine → 2-[1-Carboxy-2-(3-fluoro-phenyl)-ethylamino]-6,8-dichloro-quinoline-3-carboxylic acid

HRID 2065685Notes

Reaction equation

HRID 2065685 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]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[C:19]([OH:21])=[O:20]>CS(C)=O>[C:19]([CH:18]([NH:17][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)[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)([OH:21])=[O:20]

Participants

4

Reactant 2

HCID 99763-FluorophenylalanineHCID 866563792,6,8-Trichloroquinoline-3-carboxylic acid

Product 1

HCID 673576272-[1-Carboxy-2-(3-fluoro-phenyl)-ethylamino]-6,8-dichloro-quinoline-3-carboxylic 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-(3-fluoro-phenyl)-propionic acid in DMSO to provide the title compound in good yield.

Sources & evidence

ORD record
ord-014be52f843d400c8d3e4dbb2e280531
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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