(1,1'-Biphenyl)-4-carboxylic acid → N-(2-Methylquinolin-7-yl)-1,1'-biphenyl-4-carboxamide
Reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1.[C:13]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:18]=[CH:17][C:16]([C:19](O)=[O:20])=[CH:15][CH:14]=1>>[CH3:12][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][C:2]([NH:1][C:19]([C:16]3[CH:17]=[CH:18][C:13]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)=[CH:14][CH:15]=3)=[O:20])=[CH:3][CH:4]=2)[N:9]=1Participants
3
Procedure
Using the procedure outlined in Example 56, the title compound was prepared from 7-amino-2-methylquinoline (D66) (80 mg, 0.51 mmol) and 4-biphenylcarboxylic acid (149 mg, 0.75 mmol) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.07 (m, 3H), 8.01 (m, 3H), 7.81 (d, 1H), 7.75 (d, 2H), 7.66 (d, 2H), 7.50 (t, 2H), 7.42 (t, 1H), 7.24 (d, 1H), 2.75 (s, 3H).
Sources & evidence
- ORD record
- ord-7abb67ffbd26420aad33f0fbaaa997aa
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07538121B2
Reaction notes
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