1-Methylpiperazine → HCID 13852427, compound

HRID 2351026Notes

Reaction equation

HRID 2351026 reaction equation
[F:1][CH:2]1[CH2:4][CH:3]1[N:5]1[C:14]2[C:9](=[CH:10][C:11]([F:17])=[C:12](F)[C:13]=2[F:15])[C:8](=[O:18])[C:7]([C:19]([OH:21])=[O:20])=[CH:6]1.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>CS(C)=O>[F:1][CH:2]1[CH2:4][CH:3]1[N:5]1[C:14]2[C:9](=[CH:10][C:11]([F:17])=[C:12]([N:26]3[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]3)[C:13]=2[F:15])[C:8](=[O:18])[C:7]([C:19]([OH:21])=[O:20])=[CH:6]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 13852430HCID 13852430, compound

Product 1

HCID 13852427HCID 13852427, compoundYield 32.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
110 °C

Procedure

In 3 ml of dimethyl sulfoxide was dissolved 60 mg of 1-(2-fluorocyclopropyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. After addition of 100 mg of N-methylpiperazine, the mixture was stirred at 110° C. for 1 hour. The solvent was removed, and the residue was distributed between chloroform and water. The chloroform layer was dried, and the solvent was removed by distillation. The residue was crystallized from chloroform-ethanol to yield 25 mg of the product. m.p. 251°-253° C. (dec.)

Workup

  1. customThe solvent was removed
  2. dry with materialThe chloroform layer was dried
  3. customthe solvent was removed by distillation
  4. customThe residue was crystallized from chloroform-ethanol

Sources & evidence

ORD record
ord-50c6e50c22834cc4954956ca5e755ca1
Source dataset
uspto-grants-1989_10
Patent number
US04871852

Reaction notes

Loading…