1-Ethylpiperazine → HCID 14300393, compound

HRID 2291279Notes

Reaction equation

HRID 2291279 reaction equation
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.[CH2:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[CH3:23]>C(#N)C>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:27]2[CH2:28][CH2:29][N:24]([CH2:22][CH3:23])[CH2:25][CH2:26]2)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 14300393HCID 14300393, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1-ethylpiperazine, and acetonitrile was refluxed for 5 hours. After cooling, the resulting crystals were filtered, washed with water and recrystallized from ethanol to give 5-amino-1-cyclopropyl-6,8-difluoro-7-(4-ethyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, m.p. 236°-237° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. temperatureAfter cooling
  3. filtrationthe resulting crystals were filtered
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-867b2d9f01a843ccba940e03040de58d
Source dataset
uspto-grants-1989_01
Patent number
US04795751

Reaction notes

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