Piperazine → HCID 11532807, compound

HRID 556408Notes

Reaction equation

HRID 556408 reaction equation
Cl[C:2]1[N:3]=[C:4]([O:26][CH2:27][CH3:28])[C:5]2[S:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=1.[NH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>C1(C)C=CC=CC=1>[CH2:27]([O:26][C:4]1[C:5]2[S:10][C:9]3[N:11]=[C:12]([C:16]4[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=4)[CH:13]=[C:14]([CH3:15])[C:8]=3[C:6]=2[N:7]=[C:2]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[N:3]=1)[CH3:28]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 59755067HCID 59755067, compound

Product 1

HCID 11532807HCID 11532807, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.0 g (2.4 mmol) 2-chloro-4-ethoxy-7-(3,4-dimethoxyphenyl)-9-methyl-pyrido-[3′,2′:4,5]thieno[3,2-d]pyrimidine and 0.83 g (9.6 mmol) piperazine are refluxed in 20 ml toluene for 4 h. Then, the solvent is removed and the residue is suspended in dichloromethane. The organic phase is washed with saturated sodium carbonate solution, dried on sodium sulfate and the solvent is removed. The residue is purified by flash chromatography (ethanol/chloroform 1:5). 0.98 g (87%) of the title substance is obtained.

Workup

  1. customThen, the solvent is removed
  2. washThe organic phase is washed with saturated sodium carbonate solution
  3. customdried on sodium sulfate
  4. customthe solvent is removed
  5. customThe residue is purified by flash chromatography (ethanol/chloroform 1:5)
  6. custom0.98 g (87%) of the title substance is obtained

Sources & evidence

ORD record
ord-9da97dda09c84760b35380013ef9abdf
Source dataset
uspto-grants-2011_11
Patent number
US08058285B2

Reaction notes

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