1-Methylpiperazine → 2-Chloro-4-(3-chloro-thiophen-2-yl)-6-(4-methyl-piperazin-1-yl)-pyrimidine

HRID 910705Notes

Reaction equation

HRID 910705 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[Cl:14])[N:3]=1.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[Cl:14])[CH:5]=[C:6]([N:19]2[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]2)[N:7]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 866286392,4-Dichloro-6-(3-chloro-thiophen-2-yl)-pyrimidine

Product 1

HCID 576132142-Chloro-4-(3-chloro-thiophen-2-yl)-6-(4-methyl-piperazin-1-yl)-pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a vial was added 2,4-dichloro-6-(3-chloro-thiophen-2-yl)-pyrimidine (50 mg, 0.19 mmol), 1-methylpiperazine (50 mg, 0.5 mmol), and ethanol (2 mL). The resulting mixture was stirred at room temperature for 3 hrs. Ethanol was removed and the resulting residue was dissolved with EtOAc. The organic layer was washed with 1N hydrochloric acid and concentrated to yield the title compound as a solid.

Workup

  1. customEthanol was removed
  2. dissolutionthe resulting residue was dissolved with EtOAc
  3. washThe organic layer was washed with 1N hydrochloric acid
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4d6b9774849949ca8fe60760c4bdd6c6
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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