5-Amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid → 5-Amino-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4'-amino-3'-methylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid

HRID 11296Notes

Reaction equation

HRID 11296 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:22])[C:5]([C:19]([OH:21])=[O:20])=[CH:6][N:7]2[CH:16]1[CH2:18][CH2:17]1.[NH2:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH:25]1[CH3:30]>>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:27]2[CH2:28][CH2:29][CH:24]([NH2:23])[CH:25]([CH3:30])[CH2:26]2)[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:22])[C:5]([C:19]([OH:21])=[O:20])=[CH:6][N:7]2[CH:16]1[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 105668945-Amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 118158423-Methylpiperidin-4-amine

Product 1

HCID 101580875-Amino-1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4'-amino-3'-methylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acidYield 50%

Procedure

The condensation of 5-amino-1-cyclopropyl-6,7-difluoro-8-methoxy -1,4-dihydro-4-oxo-quinoline-3-carboxylic acid with 4-amino-3-methylpiperidine was carried out in a similar manner as described in example 1, gave the titled product. Yield 50%, m.p 260–62° C., C20H25FN4O4, m/z 405 (M+1).

Sources & evidence

ORD record
ord-a04fa00654814628b99f27e75b65df65
Source dataset
uspto-grants-2006_08
Patent number
US07098219B2

Reaction notes

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