2-Methylquinolin-7-amine → 3-Methyl-4-(4-pyridyl)-N-(2-methylquinolin-7-yl)-benzamide

HRID 494249Notes

Reaction equation

HRID 494249 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.[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1)[C:17](O)=[O:18]>>[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1)[C:17]([NH: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)=[O:18]

Participants

3

Reactant 2

HCID 4596552-Methylquinolin-7-amineHCID 227106613-Methyl-4-(pyridin-4-yl)benzoic acid

Product 1

HCID 576827113-Methyl-4-(4-pyridyl)-N-(2-methylquinolin-7-yl)-benzamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-amino-2-methylquinoline (D66) (30 mg, 0.19 mmol) and 3-methyl-4-(4-pyridyl)benzoic acid (D57) (49 mg, 0.23 mmol) as an orange gum, (59 mg, 88%). 1H NMR (250 MHz, CDCl3) δ (ppm): 8.70 (dd, 2H), 8.10 (s, 2H), 8.03 (m, 2H), 7.87 (s, 1H), 7.80 (d, 2H), 7.35 (d, 1H), 7.27 (m, 3H), 2.74 (s, 3H), 2.37 (s, 3H).

Sources & evidence

ORD record
ord-af82e6d4034441b5b6d37fb924a3f1c0
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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