6-Quinolinecarboxylic acid → HCID 22057947, compound

HRID 1828719Notes

Reaction equation

HRID 1828719 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:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:18]=[CH:19][C:20]=1[Cl:21]>>[C:23]([NH:22][C:17]1[CH:18]=[CH:19][C:20]([Cl:21])=[C:15]([NH:14][C:11]([C:7]2[CH:6]=[C:5]3[C:10](=[CH:9][CH:8]=2)[N:1]=[CH:2][CH:3]=[CH:4]3)=[O:13])[CH:16]=1)(=[O:30])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 825716-Quinolinecarboxylic acidHCID 16774920HCID 16774920, compound

Product 1

HCID 22057947HCID 22057947, compoundYield 47%

Procedure

Using an analogous procedure to that described in Example 7, quinoline-6-carboxylic acid was reacted with N-(3-amino-4-chlorophenyl)benzamide to give the title compound in 47% yield; NMR Spectrum: (DMSOd6) 7.57 (m, 6H), 7.75 (m, 1H), 7.95 (d, 2H), 8.15 (d, 1H), 8.17 (d, 1H), 8.55 (d, 1H), 8.78 (s, 1H), 9.01 (m, 1H), 10.33 (s, 1H), 10.44 (s, 1H); Mass Spectrum: M−H− 400.

Sources & evidence

ORD record
ord-b1d68e93925f462da052b3bb03f7f31e
Source dataset
uspto-grants-2006_06
Patent number
US07060700B2

Reaction notes

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