1-(2,4-Xylyl)piperazine → HCID 58484529, compound

HRID 1803931Notes

Reaction equation

HRID 1803931 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]([F:11])[C:5]([C:6]([OH:8])=O)=[C:4]([F:12])[CH:3]=1.O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1.[CH3:32][C:33]1[CH:38]=[C:37]([CH3:39])[CH:36]=[CH:35][C:34]=1[N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>C(Cl)(Cl)Cl.CO>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([C:6]([N:43]2[CH2:44][CH2:45][N:40]([C:34]3[CH:35]=[CH:36][C:37]([CH3:39])=[CH:38][C:33]=3[CH3:32])[CH2:41][CH2:42]2)=[O:8])=[C:9]([F:11])[CH:10]=1

Participants

6

Reactant 3

HCID 705441-(2,4-Xylyl)piperazineHCID 27732984-Bromo-2,6-difluorobenzoic acidHCID 231494114-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate

Product 1

HCID 58484529HCID 58484529, compoundYield 81.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

4-Bromo-2,6-difluorobenzoic acid (5 g) and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (6.9 g) were dissolved in a mixture of chloroform (50 mL) and methanol (50 mL), 1-(2,4-dimethylphenyl)piperazine (4 g) was added, and the mixture was stirred at room temperature overnight. After evaporation of the solvent, ethyl acetate was added, and insoluble materials were filtered off. The solvent in the filtrate was evaporated to give the title compound (7 g).

Workup

  1. additionwas added
  2. customAfter evaporation of the solvent, ethyl acetate
  3. additionwas added
  4. filtrationinsoluble materials were filtered off
  5. customThe solvent in the filtrate was evaporated

Sources & evidence

ORD record
ord-2be72104362d495bae765d8bb2fc4e45
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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