7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 14839371, compound

HRID 2165628Notes

Reaction equation

HRID 2165628 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]2[CH2:11][NH:10][CH2:9][CH2:8][NH:7]2)=[CH:2]1.Cl[C:13]1[CH:22]=[C:21]2[C:16]([C:17](=[O:28])[C:18]([C:25]([OH:27])=[O:26])=[CH:19][N:20]2[CH2:23][CH3:24])=[CH:15][C:14]=1[F:29]>N1C=CC=CC=1>[CH2:23]([N:20]1[C:21]2[C:16](=[CH:15][C:14]([F:29])=[C:13]([N:10]3[CH2:9][CH2:8][NH:7][CH:6]([C:3]4[CH:4]=[CH:5][S:1][CH:2]=4)[CH2:11]3)[CH:22]=2)[C:17](=[O:28])[C:18]([C:25]([OH:27])=[O:26])=[CH:19]1)[CH3:24]

Participants

4

Reactant 2

HCID 4831697-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 167407942-(Thiophen-3-yl)piperazine

Product 1

HCID 14839371HCID 14839371, compoundYield 27.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 1 g of 2-(3-thienyl)piperazine and 538 mg of 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid in 8 ml of pyridine was further reacted as described in Example 26 giving 220 mg of the desired product, mp 198°-200° C.

Workup

  1. customwas further reacted

Sources & evidence

ORD record
ord-141ffa2a27224bf6a408ccb8997a6d72
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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