Cesium carbonate → HCID 76592932, compound

HRID 1038119Notes

Reaction equation

HRID 1038119 reaction equation
Br[C:2]1[CH:7]=[N:6][C:5]([I:8])=[CH:4][N:3]=1.[C:9](=O)([O-])[O-].[Cs+].[Cs+].C[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>CN(C=O)C>[I:8][C:5]1[N:6]=[CH:7][C:2]([N:16]2[CH2:21][CH2:20][NH:19][CH:18]([CH3:9])[CH2:17]2)=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 531671-MethylpiperazineHCID 219312002-Bromo-5-iodopyrazine

Product 1

HCID 76592932HCID 76592932, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-bromo-5-iodopyrazine (200 mg, 0.704 mmol), cesium carbonate (400 mg, 1.23 mmol) and 2R methyl piperazine (85 mg, 0.85 mmol) in DMF (10 ml) was stirred at 100° C. overnight. The reaction was cooled and solvent evaporated. Water (100 ml) was added and insoluble solid was filtered, then dissolved in MeCl2 (100 ml), dried over Na2SO4, filtered and solvent evaporated yielding product (205 mg, 95%) Mass Spec (MH, 305)

Workup

  1. temperatureThe reaction was cooled
  2. customsolvent evaporated
  3. additionWater (100 ml) was added
  4. filtrationinsoluble solid was filtered
  5. dissolutiondissolved in MeCl2 (100 ml)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customsolvent evaporated

Sources & evidence

ORD record
ord-04b8188989554f0193335e791ea85ada
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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