Sodium Hydroxide → HCID 67358658, compound

HRID 2065681Notes

Reaction equation

HRID 2065681 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.C([O:18][C:19]([C:21]1[C:22]([O:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH:39]([NH2:43])[C:40]([OH:42])=[O:41])=[CH:34][CH:33]=2)=[N:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:20])C.[OH-].[Na+]>CS(C)=O>[C:40]([CH:39]([NH:43][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)[CH2:38][C:35]1[CH:36]=[CH:37][C:32]([O:31][C:22]2[C:21]([C:19]([OH:20])=[O:18])=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]=2)=[CH:33][CH:34]=1)([OH:42])=[O:41]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 242660682,6-Dichloroquinoline-3-carboxylic acidHCID 67358186HCID 67358186, compound

Product 1

HCID 67358658HCID 67358658, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In close analogy to the procedure described in Example 32, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-[4-(2-amino-2-carboxy-ethyl)-phenoxy]-quinoline-3-carboxylic acid ethyl ester in DMSO to provide, after hydrolysis with aqueous NaOH, the title compound in good yield.

Workup

  1. customto provide

Sources & evidence

ORD record
ord-26bacdeaf7f948baab56e703da0c8486
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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