1-Methylpiperazine → 2-Amino-6-(4-methyl-1-piperazinyl)-3-(2,3,5-trichlorophenyl)pyrazine

HRID 1383318Notes

Reaction equation

HRID 1383318 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4](Cl)[N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=2[Cl:16])=[N:6][CH:5]=[C:4]([N:22]2[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]2)[N:3]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 10990505HCID 10990505, compound

Product 1

HCID 181802012-Amino-6-(4-methyl-1-piperazinyl)-3-(2,3,5-trichlorophenyl)pyrazine

Conditions

Temperature
140 °C

Procedure

2-Amino-6-chloro-3-(2,3,5-trichlorophenyl)pyrazine (0.215 g ,7.0×10−3 mole) Example I Route A and 1-methylpiperazine (5 ml, Aldrich), were heated at 140° C. for 1 hr. The mixture was evaporated in vacuo and the residue was purified by ‘flash chromatography’ eluting with ethanol:dichloromethane, 0-4%. The product was dissolved in the minimum of dichloromethane and hexane (10 ml), added slowly to give yellow needles. Yield 0.247 g (95%), M.p. 185° C.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customthe residue was purified by ‘flash chromatography’
  3. washeluting with ethanol
  4. dissolutionThe product was dissolved in the minimum of dichloromethane and hexane (10 ml)
  5. additionadded slowly
  6. customto give yellow needles

Sources & evidence

ORD record
ord-dab81953f89c4cf2830ca81e4e7c36ff
Source dataset
uspto-grants-2001_07
Patent number
US06255307B1

Reaction notes

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