3-({4-[(4-Acetyl-3-hydroxy-2-methyl-phenylamino)-methyl]-phenyl}-hydroxy-methyl)-benzoic acid → 3-[(4-{[(4-Acetyl-3-hydroxy-2-methyl-phenyl)-methyl-amino]-methyl}-phenyl)-hydroxy-methyl]-benzoic acid
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH:18]([OH:28])[C:19]3[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=3)[C:22]([OH:24])=[O:23])=[CH:14][CH:13]=2)=[C:6]([CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2].[C:31](C1C=CC(N(CC2C=CC(C(O)C3C=C(C=CC=3)C#N)=CC=2)C)=C(C)C=1O)(=O)C>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([CH:18]([OH:28])[C:19]3[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=3)[C:22]([OH:24])=[O:23])=[CH:16][CH:17]=2)[CH3:31])=[C:6]([CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
The title compound is prepared essentially as described for 3-({4-[(4-acetyl-3-hydroxy-2-methyl-phenylamino)-methyl]-phenyl}-hydroxy-methyl)-benzoic acid employing 3-[(4-{[(4-acetyl-3-hydroxy-2-methyl-phenyl)-methyl-amino]-methyl}-phenyl)-hydroxy-methyl]-benzonitrile. LC-MS (m/e): 420 (M+1). 1H NMR (DMSO-d6) δ 12.87 (1H, s), 7.91 (1H, m), 7.73 (1H, m), 7.63 (1H, d), 7.57 (1H, m), 7.37 (1H, dd), 7.29 (2H, d), 7.19 (2H, d), 6.55 (1H, d), 5.71 (1H, s), 4.17 (2H, s), 2.62 (3H, s), 2.50 (s, 3H), 2.08 (3H, s).
Sources & evidence
- ORD record
- ord-7a70c40faad347b0b12569cbf00d932a
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07816523B2
Reaction notes
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