HCID 178422252, compound → HCID 178422253, compound

HRID 982314Notes

Reaction equation

HRID 982314 reaction equation
I[C:2]1[N:3]([I:13])[C:4]([OH:12])=[C:5]2[CH:10]=[C:9]([CH3:11])[N:8]=[C:6]2[N:7]=1>C(O)(=O)C.O.[Zn]>[I:13][N:3]1[C:4]([OH:12])=[C:5]2[CH:10]=[C:9]([CH3:11])[N:8]=[C:6]2[N:7]=[CH:2]1

Participants

5

Reactant 1

HCID 178422252HCID 178422252, compound

Product 1

HCID 178422253HCID 178422253, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a mixture of 4.86 g of 2,3-diiodo-4-hydroxy-6-methylpyrrolo[2,3-d]pyrimidine in 100 mL of glacial acetic acid and 25 mL of water are added 1.3 g (20 mmol) of zinc powder. The mixture is stirred at ambient temperature for 18 hours, diluted with 500 mL of water, and cooled. The solid is collected through filtration and dried under vacuum over phosphorus pentoxide to yield 3-iodo-4-hydroxy-6-methylpyrrolo[2,3-d]pyrimidine which can be purified further by chromatography over silica eluting with 2.5% methanol in methylene chloride.

Workup

  1. temperaturecooled
  2. filtrationThe solid is collected through filtration
  3. dry with materialdried under vacuum over phosphorus pentoxide

Sources & evidence

ORD record
ord-c83a1e144e074c35bbda962288705e5c
Source dataset
uspto-grants-1991_02
Patent number
US04996206

Reaction notes

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