2-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acid → 5-chloro-2-([(2-oxo-2-([3-(1H-pyrazol-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid

HRID 1964059Notes

Reaction equation

HRID 1964059 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:7]=[C:8]([CH:10]=[CH:11][CH:12]=2)[NH2:9])[CH:3]=[N:2]1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:28])[CH2:22][O:23][CH2:24][C:25](O)=[O:26])=[C:16]([C:29]([O:31]C)=[O:30])[CH:15]=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:28])[CH2:22][O:23][CH2:24][C:25](=[O:26])[NH:9][C:8]2[CH:10]=[CH:11][CH:12]=[C:6]([C:4]3[CH:5]=[N:1][NH:2][CH:3]=3)[CH:7]=2)=[C:16]([CH:15]=1)[C:29]([OH:31])=[O:30]

Participants

3

Reactant 2

HCID 510399542-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acidHCID 633382823-(1H-pyrazol-4-yl)aniline

Product 1

HCID 442504265-chloro-2-([(2-oxo-2-([3-(1H-pyrazol-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid

Procedure

Using the same method as in Example 1-(ii), 3-(1H-pyrazol-4-yl)aniline was reacted with the (2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethoxy)acetic acid obtained in Example 1-(i) to give 5-chloro-2-([(2-oxo-2-([3-(1H-pyrazol-4-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 72%).

Sources & evidence

ORD record
ord-5eecea499ef04c48afb1128ae126c73f
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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