1-Methylpiperazine → 2-Chloro-4-(4-methylpiperazin-1-yl)pyrimidine

HRID 910681Notes

Reaction equation

HRID 910681 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH3:9][N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CCO>[Cl:1][C:2]1[N:7]=[C:6]([N:13]2[CH2:14][CH2:15][N:10]([CH3:9])[CH2:11][CH2:12]2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 775312,4-Dichloropyrimidine

Product 1

HCID 17142252-Chloro-4-(4-methylpiperazin-1-yl)pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4-dichloropyrimidine (740 mg, 5 mmol) in EtOH (15 mL) was slowly added 1-methylpiperazine (550 mg, 5.5 mmol). The resulting mixture was stirred at room temperature overnight, then was concentrated, diluted with water, and extracted with CH2Cl2. The organic layer was dried and concentrated to yield 2-chloro-4-(4-methyl-piperazin-1-yl)-pyrimidine.

Workup

  1. concentrationwas concentrated
  2. additiondiluted with water
  3. extractionextracted with CH2Cl2
  4. customThe organic layer was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-73e60837939b41ff82c9ae5a0b6276c6
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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