4'-Fluoro(1,1'-biphenyl)-3-amine → 5-Chloro-2-([((2-[(4'-fluorobiphenyl-3-yl)amino]-2-oxoethyl)sulfanyl)acetyl]amino)benzoic acid

HRID 1963995Notes

Reaction equation

HRID 1963995 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[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][S: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][S:25][CH2:26][C:27]([NH:14][C:10]2[CH:9]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH:13]=[CH:12][CH:11]=2)=[O:28])=[C:18]([CH:17]=1)[C:31]([OH:33])=[O:32]

Participants

3

Reactant 2

HCID 27826804'-Fluoro(1,1'-biphenyl)-3-amineHCID 51040153[(2-([4-Chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethyl)sulfanyl]acetic acid

Product 1

HCID 668774115-Chloro-2-([((2-[(4'-fluorobiphenyl-3-yl)amino]-2-oxoethyl)sulfanyl)acetyl]amino)benzoic acid

Procedure

Using the same method as in Example 1-(ii), 4′-fluorobiphenyl-3-amine was reacted with the [(2-([4-chloro-2-(methoxycarbonyl)phenyl]amino)-2-oxoethyl)sulfanyl]acetic acid to give 5-chloro-2-([((2-[(4′-fluorobiphenyl-3-yl)amino]-2-oxoethyl)sulfanyl)acetyl]amino)benzoic acid.methyl ester (yield: 78%).

Sources & evidence

ORD record
ord-41bdbf6016b34de2a1a8b8dfa693ec3f
Source dataset
uspto-grants-2013_04
Patent number
US08415479B2

Reaction notes

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