6-Quinolinecarboxylic acid → N-[5-(3-cyclohexylpropionamido)-2-methylphenyl]quinoline-6-carboxamide

HRID 1828721Notes

Reaction equation

HRID 1828721 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:14][C:15]1[CH:16]=[C:17]([NH:22][C:23](=[O:32])[CH2:24][CH2:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH:18]=[CH:19][C:20]=1[CH3:21]>>[CH:26]1([CH2:25][CH2:24][C:23]([NH:22][C:17]2[CH:18]=[CH:19][C:20]([CH3:21])=[C:15]([NH:14][C:11]([C:7]3[CH:6]=[C:5]4[C:10](=[CH:9][CH:8]=3)[N:1]=[CH:2][CH:3]=[CH:4]4)=[O:13])[CH:16]=2)=[O:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

3

Reactant 2

HCID 825716-Quinolinecarboxylic acidHCID 10777768N-(3-amino-4-methylphenyl)-3-cyclohexylpropionamide

Product 1

HCID 22058006N-[5-(3-cyclohexylpropionamido)-2-methylphenyl]quinoline-6-carboxamide

Procedure

Using an analogous procedure to that described in Example 5, quinoline-6-carboxylic acid was reacted with N-(3-amino-4-methylphenyl)-3-cyclohexylpropionamide to give the title compound; NMR Spectrum: (DMSOd6) 0.76-1.28 (m, 6H), 1.42-1.78 (m, 7H), 2.2 (s, 3H), 2.28 (t, 2H), 7.17 (d, 1H), 7.39 (d, 1H), 7.6 (m, 1H), 7.69 (s, 1H), 8.12 (d, 1H), 8.24 (d, 1H), 8.49 (d, 1H), 8.63 (s, 1H), 9.0 (m, 9.0 (m, 1H), 9.82 (s, 1H), 10.09 (s, 1H); Mass Spectrum: M+H+ 437.

Sources & evidence

ORD record
ord-ae99e9c2f8c7437ca78fc702c9a4b7e5
Source dataset
uspto-grants-2006_06
Patent number
US07060700B2

Reaction notes

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