Hydrochloric Acid → HCID 57642842, compound

HRID 2112885Notes

Reaction equation

HRID 2112885 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:22]=[C:21]([Cl:23])[N:20]=[C:19]3[C:15]=2[N:16]=[CH:17][NH:18]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CI.[C:26](=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[N:22]=[C:21]([Cl:23])[N:20]=[C:19]3[C:15]=2[N:16]=[CH:17][N:18]3[CH3:26])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178452261HCID 178452261, compound

Product 1

HCID 57642842HCID 57642842, compoundYield 107.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

4-(2-Chloro-9H-purin-6-yl)piperazine-1-carboxylic acid t-butyl ester (6.62 g) was dissolved in N,N-dimethylformamide (66 mL), methyl iodide (1.34 mL) and anhydrous potassium carbonate (3.51 g) were added to this solution cooled in an ice bath. After stirring the reaction solution at room temperature for five hours, 1 N hydrochloric acid (5 mL) and water (200 mL) were added to this reaction solution, which was then extracted using ethyl acetate. The obtained organic layer was washed sequentially with water and then saturated brine, and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to give the title compound as a solid (7.40 g).

Workup

  1. temperaturecooled in an ice bath
  2. extractionwas then extracted
  3. washThe obtained organic layer was washed sequentially with water
  4. dry with materialsaturated brine, and then dried over anhydrous magnesium sulfate
  5. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-946c96d92ab24fdd8eb0269508463284
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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