6-Bromo-2-chloroquinoline-3-carboxylic acid → 6-Bromo-2-{2-[4-(5-bromo-pyridin-2-yloxy)-phenyl]-1-carboxy-ethylamino}-quinoline-3-carboxylic acid

HRID 2065682Notes

Reaction equation

HRID 2065682 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[C:6]([C:13]([OH:15])=[O:14])=[CH:5]2.[NH2:16][CH:17]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][C:32]([Br:35])=[CH:31][N:30]=2)=[CH:24][CH:23]=1)[C:18]([OH:20])=[O:19]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:16][CH:17]([C:18]([OH:20])=[O:19])[CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:28][C:29]3[CH:34]=[CH:33][C:32]([Br:35])=[CH:31][N:30]=3)=[CH:26][CH:27]=1)[C:6]([C:13]([OH:15])=[O:14])=[CH:5]2

Participants

3

Reactant 2

HCID 242660726-Bromo-2-chloroquinoline-3-carboxylic acidHCID 673599282-Amino-3-[4-(5-bromo-pyridin-2-yloxy)-phenyl]-propionic acid

Product 1

HCID 673595546-Bromo-2-{2-[4-(5-bromo-pyridin-2-yloxy)-phenyl]-1-carboxy-ethylamino}-quinoline-3-carboxylic acid

Procedure

In close analogy to the procedure described in Example 109c, 6-bromo-2-chloroquinoline-3-carboxylic acid is reacted with 2-amino-3-[4-(5-bromo-pyridin-2-yloxy)-phenyl]-propionic acid (prepared by analogy to Example 109a,b) to provide the title compound in moderate yield.

Sources & evidence

ORD record
ord-4482a9f89df548a2bf57d8b5b6dee41d
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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