Hydrochloric Acid → 8-Cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)-3-quinolinecarboxylic acid

HRID 1165366Notes

Reaction equation

HRID 1165366 reaction equation
Cl[C:2]1[C:11]([C:12]#[N:13])=[C:10]2[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[CH:14]2[CH2:16][CH2:15]2)=[CH:4][C:3]=1[F:21].[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.Cl>O1CCOCC1>[C:12]([C:11]1[C:2]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[C:3]([F:21])[CH:4]=[C:5]2[C:10]=1[N:9]([CH:14]1[CH2:16][CH2:15]1)[CH:8]=[C:7]([C:17]([OH:19])=[O:18])[C:6]2=[O:20])#[N:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4837PiperazineHCID 153471917-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 197766128-Cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)-3-quinolinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.5 g of the product from Example 1 and 0.42 g of piperazine are boiled in 8 ml of dioxane for 3 hours. The mixture is then concentrated in vacuo and 8 ml of water are added to the residue. The solution formed is rendered neutral with HCl and the solid which has precipitated out isolated, washed and dried.

Workup

  1. concentrationThe mixture is then concentrated in vacuo and 8 ml of water
  2. additionare added to the residue
  3. customThe solution formed
  4. customthe solid which has precipitated out
  5. customisolated
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-9039e2d03ffd425f80d6c46641153fa2
Source dataset
uspto-grants-1990_03
Patent number
US04908366

Reaction notes

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