Piperazine → HCID 14071847, compound

HRID 362594Notes

Reaction equation

HRID 362594 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:16])=[C:10](F)[C:11]=2[O:13][CH3:14])[C:6](=[O:17])[C:5]([C:18]([OH:20])=[O:19])=[CH:4]1)[CH3:2].[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.COB(OC)OC.C(#N)C>O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:16])=[C:10]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[C:11]=2[O:13][CH3:14])[C:6](=[O:17])[C:5]([C:18]([OH:20])=[O:19])=[CH:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 4837PiperazineHCID 6342AcetonitrileHCID 8470Trimethyl borateHCID 14071840HCID 14071840, compound

Product 1

HCID 14071847HCID 14071847, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.83 g of 1-ethyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (10 mmol), 1.72 g of anhydrous piperazine (20 mmol), 1.04 g of trimethoxyborane (10 mmol) and 15 ml of acetonitrile was refluxed with heating for 4.5 hours. The reaction solution was cooled to room temperature, 30 ml of water was added therein, and separated crystals were filtered and dried to obtain 2.00 g of the objective compound.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 4.5 hours
  3. customseparated crystals
  4. filtrationwere filtered
  5. customdried

Sources & evidence

ORD record
ord-3f272e38117549d6ad62778dd9221a1e
Source dataset
uspto-grants-1999_02
Patent number
US05869661

Reaction notes

Loading…