(1,1'-Biphenyl)-4-carboxylic acid → N-(Isoquinolin-6-yl)-1,1'-biphenyl-4-carboxamide

HRID 494291Notes

Reaction equation

HRID 494291 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]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:8]1[C:9]2[C:4](=[CH:3][C:2]([NH:1][C:18]([C:15]3[CH:16]=[CH:17][C:12]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)=[CH:13][CH:14]=3)=[O:19])=[CH:11][CH:10]=2)[CH:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 5889916-Aminoisoquinoline

Product 1

HCID 44415590N-(Isoquinolin-6-yl)-1,1'-biphenyl-4-carboxamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 6-aminoisoquinoline (D97) (37 mg, 0.25 mmol) and 4-biphenylcarboxylic acid (75 mg, 0.38 mmol) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.20 (s, 1H), 8.52 (d, 1H), 8.46 (d, 1H), 8.09 (br.s, 1H), 8.00 (m, 3H), 7.77 (d, 2H), 7.65-7.70 (m, 4H), 7.50 (t, 2H), 7.43 (t, 1H).

Sources & evidence

ORD record
ord-fe1284c38e944997916b0214d8d4cbc0
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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