1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 15124559, compound

HRID 486451Notes

Reaction equation

HRID 486451 reaction equation
F[C:2]1[N:3]=[N:4][C:5]([F:8])=[CH:6][CH:7]=1.[F:9][C:10]([F:24])([F:23])[C:11]1[CH:12]=[C:13]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH:14]=[CH:15][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O>O>[F:8][C:5]1[N:4]=[N:3][C:2]([N:20]2[CH2:19][CH2:18][N:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:11]([C:10]([F:23])([F:24])[F:9])[CH:12]=3)[CH2:22][CH2:21]2)=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 141761Pyridazine, 3,6-difluoro-

Product 1

HCID 15124559HCID 15124559, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.7 parts of 3,6-difluoropyridazine, 4.6 parts of 1-[3-(trifluoromethyl)phenyl]piperazine, 3.2 parts of sodium carbonate and 90 parts of N,N-dimethylformamide was stirred overnight at 60° C. The reaction mixture was poured into water. The product was filtered off, washed with water and crystallized from 2-propanol, yielding 3 parts (46%) of 3-fluoro-6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]pyridazine; mp. 131.5° C. (compound 24).

Workup

  1. filtrationThe product was filtered off
  2. washwashed with water
  3. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-9dc497309ddd4f448193ad695f58e3f5
Source dataset
uspto-grants-1994_03
Patent number
US05292738

Reaction notes

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