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

HRID 2411240Notes

Reaction equation

HRID 2411240 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.[CH3:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.O.[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1>C(Cl)(Cl)Cl.CO>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:15]3[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=3[CH3:13])[CH2:22][CH2:23]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 1-(2,4-dimethylphenyl)piperazine (4 g) were dissolved in a solution of chloroform (50 mL) and methanol (50 mL), 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (6.9 g) was added, and the mixture was stirred at room temperature overnight. The solvent was evaporated from the reaction mixture, ethyl acetate was added, and the insoluble material was collected by filtration. The solvent was evaporated from the obtained filtrate to give the title compound (7 g).

Workup

  1. additionwas added
  2. customThe solvent was evaporated from the reaction mixture, ethyl acetate
  3. additionwas added
  4. filtrationthe insoluble material was collected by filtration
  5. customThe solvent was evaporated from the obtained filtrate

Sources & evidence

ORD record
ord-da5c9b97c40e4d509bd03c8dde4098a4
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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