1-Methylpiperazine → HCID 58447055, compound

HRID 1045741Notes

Reaction equation

HRID 1045741 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([CH3:8])[N:3]=1.[CH3:9][N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CCO>[CH3:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([N:13]2[CH2:14][CH2:15][N:10]([CH3:9])[CH2:11][CH2:12]2)[N:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 71700952-Chloro-6-methylpyrazine

Product 1

HCID 58447055HCID 58447055, compoundYield 45.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 250 mL round bottom flask was charged with 2-chloro-6-methylpyrazine (4.0 g, 0.031 mol), 1-methylpiperazine (12.4 g, 0.125 mol) and EtOH (100 mL). The resulting mixture was heated at reflux overnight. Work-up: the solvent was evaporated. The residue was mixed with saturated aqueous NaHCO3 (100 mL) and then extracted with CH2Cl2 (100 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was further purified by flash column chromatography on silica gel with 4% MeOH in CH2Cl2, to afford 2.7 g (45%) of the product as a white solid. MS m/z: 193 (M+H+).

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. customthe solvent was evaporated
  4. additionThe residue was mixed with saturated aqueous NaHCO3 (100 mL)
  5. extractionextracted with CH2Cl2 (100 mL×3)
  6. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe residue was further purified by flash column chromatography on silica gel with 4% MeOH in CH2Cl2

Sources & evidence

ORD record
ord-0b741a4e7c41437fb51529d8cc3eea1f
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

Loading…