2-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acid → HCID 44250493, compound

HRID 1964047Notes

Reaction equation

HRID 1964047 reaction equation
Cl.[CH3:2][C:3]1[C:7]([C:8]2[CH:9]=[C:10]([CH:12]=[CH:13][CH:14]=2)[NH2:11])=[C:6]([CH3:15])[O:5][N:4]=1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:31])[CH2:25][O:26][CH2:27][C:28](O)=[O:29])=[C:19]([C:32]([O:34]C)=[O:33])[CH:18]=1>>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:31])[CH2:25][O:26][CH2:27][C:28]([NH:11][C:10]2[CH:12]=[CH:13][CH:14]=[C:8]([C:7]3[C:3]([CH3:2])=[N:4][O:5][C:6]=3[CH3:15])[CH:9]=2)=[O:29])=[C:19]([CH:18]=1)[C:32]([OH:34])=[O:33]

Participants

3

Reactant 2

HCID 510399542-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acidHCID 66877509HCID 66877509, compound

Product 1

HCID 44250493HCID 44250493, compound

Procedure

Using the same method as in Example 1-(ii), 3-(3,5-dimethylisoxazol-4-yl)aniline.hydrochloride 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-([3-(3,5-dimethylisoxazol-4-yl)phenyl]amino)-2-oxoethoxy)acetyl]amino)benzoic acid.methyl ester (yield: 82%). Note that 3-(3,5-dimethylisoxazol-4-yl) aniline.hydrochloride was neutralized in DMA by adding an equivalent amount of triethylamine, and then used in the reaction.

Sources & evidence

ORD record
ord-3741fc4f725b40cbbbfbb8462c22f62c
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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