6-Phenylnicotinic acid → N-(2-Methylquinolin-7-yl)-6-phenylnicotinamide

HRID 494248Notes

Reaction equation

HRID 494248 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:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][N:20]=2)[CH:18]=[CH:17][CH:16]=[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:23](=[O:24])[C:22]3[CH:26]=[CH:27][C:19]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)=[N:20][CH:21]=3)=[CH:3][CH:4]=2)[N:9]=1

Participants

3

Reactant 2

HCID 1201186-Phenylnicotinic acidHCID 4596552-Methylquinolin-7-amine

Product 1

HCID 57682710N-(2-Methylquinolin-7-yl)-6-phenylnicotinamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-amino-2-methylquinoline (D66) (100 mg, 0.63 mmol) and 6-phenylnicotinic acid (D48) (151 mg, 0.76 mmol) as a cream solid. 1H NMR (400 MHz, DMSO) δ (ppm): 10.75 (s, 1H), 9.25 (d, 1H), 8.50 (s, 1H), 8.45 (dd, 1H), 8.20 (m, 4H), 7.90 (m, 2H), 7.55 (m, 3H), 7.34 (d, 1H), 2.65 (s, 3H).

Sources & evidence

ORD record
ord-8152cf5d85c3412d83c3f4c81bc4b158
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

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