2,6-Dichloroquinoline-3-carboxylic acid → HCID 67357513, compound

HRID 2065713Notes

Reaction equation

HRID 2065713 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:16][C@@H:17]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[C:36]([Br:39])[CH:37]=3)[CH:32]=[CH:31][N:30]=2)=[CH:24][CH:23]=1)[C:18]([OH:20])=[O:19]>CS(C)=O>[Br:39][C:36]1[CH:37]=[C:38]2[C:33]([CH:32]=[CH:31][N:30]=[C:29]2[O:28][C:25]2[CH:24]=[CH:23][C:22]([CH2:21][C@H:17]([NH:16][C:2]3[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]4[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=4)[N:3]=3)[C:18]([OH:20])=[O:19])=[CH:27][CH:26]=2)=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 242660682,6-Dichloroquinoline-3-carboxylic acidHCID 67359440HCID 67359440, compound

Product 1

HCID 67357513HCID 67357513, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In close analogy to the procedure described in Example 109c, 2,6-dichloroquinoline-3-carboxylic acid is reacted with (S)-2-amino-3-[4-(7-bromo-isoquinolin-1-yloxy)-phenyl]-propionic acid (prepared by analogy to Example 109a,b) in DMSO to provide the title compound in good yield.

Sources & evidence

ORD record
ord-8c0591c9ba8243b0b28a58b21d6526ac
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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