4-Ethoxypiperidine → 1-Cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(4'-ethoxypiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid

HRID 11291Notes

Reaction equation

HRID 11291 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH3:16])[C:10]([F:15])=[C:11](F)[CH:12]=3)[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:21]([O:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[CH3:22]>>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH3:16])[C:10]([F:15])=[C:11]([N:27]4[CH2:28][CH2:29][CH:24]([O:23][CH2:21][CH3:22])[CH2:25][CH2:26]4)[CH:12]=3)[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 115065194-EthoxypiperidineHCID 146512541-Cyclopropyl-6,7-difluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 101783481-Cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(4'-ethoxypiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acidYield 40%

Procedure

The condensation of 1-cyclopropyl-6,7-difluoro-5-methyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid with 4-ethoxypiperidine in a similar manner as described in example 1 give the titled product. Yield 40%, m.p 180–82° C., C21H21FN2O4, m/z 388 (M+1).

Sources & evidence

ORD record
ord-27c06f800c23468692cd6929498a301c
Source dataset
uspto-grants-2006_08
Patent number
US07098219B2

Reaction notes

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