4'-Fluoro(1,1'-biphenyl)-4-amine → 5-Chloro-2-[((2-[(4'-fluorobiphenyl-4-yl)amino]-2-oxoethoxy)acetyl)amino]benzoic acid

HRID 1963990Notes

Reaction equation

HRID 1963990 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:30])[CH2:24][O:25][CH2:26][C:27](O)=[O:28])=[C:18]([C:31]([O:33]C)=[O:32])[CH:17]=1>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:30])[CH2:24][O:25][CH2:26][C:27]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[CH:9][CH:10]=2)=[O:28])=[C:18]([CH:17]=1)[C:31]([OH:33])=[O:32]

Participants

3

Reactant 2

HCID 94624'-Fluoro(1,1'-biphenyl)-4-amineHCID 510399542-(2-((4-Chloro-2-(methoxycarbonyl)phenyl)amino)-2-oxoethoxy)acetic acid

Product 1

HCID 442509495-Chloro-2-[((2-[(4'-fluorobiphenyl-4-yl)amino]-2-oxoethoxy)acetyl)amino]benzoic acid

Procedure

Using the same method as in Example 1-(ii), 4′-fluorobiphenyl-4-yl amine 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-[(4′-fluorobiphenyl-4-yl)amino]-2-oxoethoxy)acetyl)amino]benzoic acid.methyl ester (yield: 86%).

Sources & evidence

ORD record
ord-0c1fd8e12a6544b89182a79be7ec74c7
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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