3,4-diamino-N-(4-tert-butylphenyl)-benzamide → 3-{4-[6-(4-tert-Butylphenylcarbamoyl)-1H-benzoimidazol-2-yl]-3,5-dimethylphenyl}-2,2-dimethylpropionic acid
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[NH2:21])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:10][CH:9]=1)=[O:6].C[O:23][C:24](=[O:39])[C:25]([CH3:38])([CH3:37])[CH2:26][C:27]1[CH:32]=[C:31]([CH3:33])[C:30]([CH:34]=O)=[C:29]([CH3:36])[CH:28]=1>>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([NH:7][C:5]([C:4]2[CH:18]=[CH:19][C:20]3[N:21]=[C:34]([C:30]4[C:29]([CH3:36])=[CH:28][C:27]([CH2:26][C:25]([CH3:37])([CH3:38])[C:24]([OH:39])=[O:23])=[CH:32][C:31]=4[CH3:33])[NH:1][C:2]=3[CH:3]=2)=[O:6])=[CH:9][CH:10]=1)([CH3:17])([CH3:16])[CH3:15]Participants
3
Procedure
The title compound was prepared from 3,4-diamino-N-(4-tert-butylphenyl)-benzamide and 3-(4-formyl-3,5-dimethylphenyl)-2,2-dimethylpropionic acid methyl ester analogous to Example 6-26. 1H NMR (Methanol-d4, 400 MHz): δ 8.26 (s, 1H), 7.93 (d, 1H), 7.72 (m, 1H), 7.65 (m, 2H), 7.44 (m, 2H), 7.05 (s, 2H), 2.89 (s, 2H), 2.15 (s, 6H), 1.35 (s, 9H), 1.2 (s, 6H). MS (m/z) 498.2 (M+1); Retention time: 1.47 min (Method 10).
Sources & evidence
- ORD record
- ord-91a41c78287b4e8db66acae994bfeb1e
- Source dataset
- uspto-grants-2012_07
- Patent number
- US08222248B2
Reaction notes
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