Hydrogen chloride-ethyl acetate → 4-Cyclobutoxy-6-(piperazin-1-yl)pyrimidine dihydrochloride

HRID 1464955Notes

Reaction equation

HRID 1464955 reaction equation
[CH:1]1([O:5][C:6]2[N:11]=[CH:10][N:9]=[C:8]([N:12]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]3)[CH:7]=2)[CH2:4][CH2:3][CH2:2]1.[ClH:25].CCOC(C)=O>CCOC(C)=O>[ClH:25].[ClH:25].[CH:1]1([O:5][C:6]2[CH:7]=[C:8]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[N:9]=[CH:10][N:11]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66747845Tert-butyl 4-(6-cyclobutoxypyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 667473944-Cyclobutoxy-6-(piperazin-1-yl)pyrimidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 4-(6-cyclobutoxypyrimidin-4-yl)piperazine-1-carboxylate (687 mg, 2.06 mmol) and 4 M HCl-EtOAc (30 ml) were stirred at rt for 2 h. Then EtOAc was added, and the solvent was removed in vacuo. The residue was suspended in EtOAc, and the white precipitate was collected by filtration to give 525 mg (quant) of the title compound as a white solid. The compound was used for the next step without further purification.

Workup

  1. customthe solvent was removed in vacuo
  2. filtrationthe white precipitate was collected by filtration

Sources & evidence

ORD record
ord-a71444613f0f426181b450ba87fc8be5
Source dataset
uspto-grants-2015_04
Patent number
US08999974B2

Reaction notes

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