Sodium Iodide → HCID 13338380, compound

HRID 2417660Notes

Reaction equation

HRID 2417660 reaction equation
[CH3:1][CH:2]1[CH2:4][N:3]1[C:5]1[C:6]2[N:14]([CH3:15])[N:13]=[C:12]([CH3:16])[C:7]=2[N:8]=[C:9]([CH3:11])[N:10]=1.[I-].[Na+]>CC(C)=O>[CH3:15][N:14]1[C:6]2[C:5]3[N:10]([CH2:4][CH:2]([CH3:1])[N:3]=3)[C:9]([CH3:11])=[N:8][C:7]=2[C:12]([CH3:16])=[N:13]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 140065651,3,5-Trimethyl-7-(2-methylaziridin-1-yl)-1H-pyrazolo[4,3-d]pyrimidine

Product 1

HCID 13338380HCID 13338380, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The above aziridine (4.4 g, 0.02 mol) in 50 ml of acetone is stirred under reflux with 3.5 g of sodium iodide for three hours and evaporated in vacuo. The residue is partitioned in 150 ml of methylene dichloride and 50 ml of 20% aqueous sodium carbonate solution. The organic layer is separated, dried (MgSO4) and evaporated in vacuo. The resulting solid is recrystallized from acetonitrile to give 2.5 g of the title compound, mp 169°-172° C.

Workup

  1. customevaporated in vacuo
  2. customThe residue is partitioned in 150 ml of methylene dichloride
  3. customThe organic layer is separated
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. customThe resulting solid is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-0dd2833f88254e358151c0255e777577
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

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