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

HRID 1165367Notes

Reaction equation

HRID 1165367 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].[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>O1CCOCC1>[C:12]([C:11]1[C:2]([N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]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

4

Reactant 2

HCID 531671-MethylpiperazineHCID 153471917-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 197766178-Cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-7(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.5 g of the product from Example 1 and 0.48 g of N-methylpiperazine are boiled in 8 ml of dioxane for 3 hours. The mixture is then concentrated in vacuo, water is added to the residue and the solution formed is rendered neutral. The solid which has precipitated out is isolated, washed and dried.

Workup

  1. concentrationThe mixture is then concentrated in vacuo, water
  2. additionis added to the residue
  3. customthe solution formed
  4. customThe solid which has precipitated out
  5. customis isolated
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-893b1073290041d09cacac1c59f47f4e
Source dataset
uspto-grants-1990_03
Patent number
US04908366

Reaction notes

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