Sodium Iodide → HCID 13338379, compound

HRID 2417657Notes

Reaction equation

HRID 2417657 reaction equation
[CH3:1][N:2]1[C:10]2[C:9]([N:11]3[CH2:13][CH:12]3[CH3:14])=[N:8][CH:7]=[N:6][C:5]=2[C:4]([CH3:15])=[N:3]1.[I-].[Na+]>CC(C)=O>[CH3:1][N:2]1[C:10]2[C:9]3[N:8]([CH2:14][CH:12]([CH3:13])[N:11]=3)[CH:7]=[N:6][C:5]=2[C:4]([CH3:15])=[N:3]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 140065641,3-Dimethyl-7-(2-methylaziridin-1-yl)-1H-pyrazolo[4,3-d]pyrimidine

Product 1

HCID 13338379HCID 13338379, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The above aziridine (9 g, 0.044 mol) is dissolved in 100 ml of acetone, sodium iodide (8 g, 0.053 mol) is added and the mixture is refluxed 1.5 hr and evaporated in vacuo. The residue is partitioned in 150 ml of methylene dichloride and 60 ml of 20% sodium carbonate solution. The organic layer is separated, dried (MgSO4) and evaporated in vacuo to give 8 g (89%) of 7,8-dihydro-1,3,8-trimethyl-1H-imidazo[1,2-c]pyrazolo[3,4-e]pyrimidine, mp 115°-117° C. from heptane.

Workup

  1. temperaturethe mixture is refluxed 1.5 hr
  2. customevaporated in vacuo
  3. customThe residue is partitioned in 150 ml of methylene dichloride
  4. customThe organic layer is separated
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-68a359498f2a4193a7ac5fd2b024e15f
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

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