2-Methylpiperazine → 6,8-Difluoro-1,4-dihydro-1-isopropyl-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acid

HRID 370717Notes

Reaction equation

HRID 370717 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1F)[N:8]([CH:14]([CH3:16])[CH3:15])[CH:7]=[C:6]([C:17]([OH:19])=[O:18])[C:5]2=[O:20].[CH3:21][CH:22]1[CH2:27][NH:26][CH2:25][CH2:24][NH:23]1>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:13])[C:11]=1[N:26]1[CH2:25][CH2:24][NH:23][CH:22]([CH3:21])[CH2:27]1)[N:8]([CH:14]([CH3:15])[CH3:16])[CH:7]=[C:6]([C:17]([OH:19])=[O:18])[C:5]2=[O:20]

Participants

4

Reactant 2

HCID 660572-MethylpiperazineHCID 134776926,7,8-Trifluoro-1,4-dihydro-1-isopropyl-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 134776646,8-Difluoro-1,4-dihydro-1-isopropyl-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acidYield 48.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.68 g of 6,7,8-trifluoro-1,4-dihydro-1-isopropyl-4-oxoquinoline-3-carboxylic acid, 0.72 g of 2-methyl piperazine and 10 ml of pyridine was treated in the same manner as described for Example 4 to give 0.42 g of the title compound as colorless crystals. M.p. 217°-218° C.

Workup

  1. additionwas treated in the same manner

Sources & evidence

ORD record
ord-feb21c015cd5482ba31c36638593dbe1
Source dataset
uspto-grants-1985_07
Patent number
US04528287

Reaction notes

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