Methyl iodide → 5-ethyl-6-methylthio-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

HRID 1291324Notes

Reaction equation

HRID 1291324 reaction equation
[K].[CH2:2]([N:4]1[C:9](=[O:10])[C:8]2[CH:11]=[N:12][NH:13][C:7]=2[N:6]=[C:5]1[SH:14])[CH3:3].[CH3:15]I>CN(C=O)C>[CH2:2]([N:4]1[C:9](=[O:10])[C:8]2[CH:11]=[N:12][NH:13][C:7]=2[N:6]=[C:5]1[S:14][CH3:15])[CH3:3]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 178462982HCID 178462982, compound

Product 1

HCID 189190765-ethyl-6-methylthio-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-oneYield 65.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-ethyl-6-mercapto-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one potassium (5.0 g) in DMF (40 ml) was added methyl iodide (3.65 g) and the mixture was stirred for 1 hour. This reaction mixture was concentrated and the residue was diluted with water. The resulting crystals were collected by filtration and rinsed with water to provide 5-ethyl-6-methylthio-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one as colorless solid (2.908 g).

Workup

  1. concentrationThis reaction mixture was concentrated
  2. additionthe residue was diluted with water
  3. filtrationThe resulting crystals were collected by filtration
  4. washrinsed with water

Sources & evidence

ORD record
ord-ed8c2ba196554693b96af0a07ebe6175
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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