7-Aminoquinoline → 3-Methyl-N-quinolin-7-yl-1,1'biphenyl-4-carboxamide

HRID 494243Notes

Reaction equation

HRID 494243 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:12][C:13]1[CH:14]=[C:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:16]=[CH:17][C:18]=1[C:19](O)=[O:20]>>[CH3:12][C:13]1[CH:14]=[C:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:16]=[CH:17][C:18]=1[C:19]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1)=[O:20]

Participants

3

Reactant 2

HCID 113777-AminoquinolineHCID 140905703-Methyl-[1,1'-biphenyl]-4-carboxylic acid

Product 1

HCID 576827503-Methyl-N-quinolin-7-yl-1,1'biphenyl-4-carboxamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-aminoquinoline (D55) (31, 0.22 mmol) and 3-methyl-1,1′-biphenyl-4-carboxylic acid (D58) (55 mg, 0.26 mmol) as an off-white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 8.91(dd, 1H), 8.14 (m, 3H), 7.86 (d, 1H), 7.78 (br, 1H), 7.66 (d, 1H), 7.62 (d, 2H), 7.53 (m, 2H), 7.48 (t, 2H), 7.40 (t, 1H), 7.36 (dd, 1H), 2.63 (s, 3H).

Sources & evidence

ORD record
ord-b12b87bceaaa43da960f1c4274306f1c
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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