(1,1'-Biphenyl)-4-carboxylic acid → N-(Isoquinolin-8-yl)-1,1'-biphenyl-4-carboxamide

HRID 494289Notes

Reaction equation

HRID 494289 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.[C:12]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:15]([C:18](O)=[O:19])=[CH:14][CH:13]=1>>[CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][C:18]([C:15]2[CH:16]=[CH:17][C:12]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:13][CH:14]=2)=[O:19])[CH:7]=[CH:8][N:9]=1

Participants

3

Reactant 2

HCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 13927912Isoquinolin-8-amine

Product 1

HCID 57682681N-(Isoquinolin-8-yl)-1,1'-biphenyl-4-carboxamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 8-aminoisoquinoline (D95) (85 mg, 0.59 mmol) and 4-biphenylcarboxylic acid (177 mg, 0.89 mmol) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.48 (s, 1H), 8.61 (d, 1H), 8.42 (br.s, 1H), 8.22 (d, 1H), 8.10 (d, 2H), 7.79 (d, 2H), 7.68-7.76 (m, 5H), 7.51 (t, 2H), 7.43 (t, 1H).

Sources & evidence

ORD record
ord-81ba6559439e4b669fcbee3249cedc3d
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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