Methyl iodide → 4-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 1898273Notes

Reaction equation

HRID 1898273 reaction equation
[I:1][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[H-].[Na+].I[CH3:14]>CN(C=O)C>[I:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([CH3:14])[C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 578708044-Iodo-7H-pyrrolo(2,3-d)pyrimidine

Product 1

HCID 578708284-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

206 mg (0.84 mmol) of 4-iodo-7H-pyrrolo[2,3-d]pyrimidine was dissolved in 1 mL DMF. 37 mg (0.92 mmol) of 60% sodium hydride was added followed by 58 μL (0.92 mmol) of iodomethane. The reaction was quenched by adding 10 mL of water, the solid filtered off, washed with 10 mL of water, then 10 mL of hexanes and dried. Yield: 142 mg of a tan powder, 90% pure.

Workup

  1. customThe reaction was quenched
  2. additionby adding 10 mL of water
  3. filtrationthe solid filtered off
  4. washwashed with 10 mL of water
  5. dry with material10 mL of hexanes and dried

Sources & evidence

ORD record
ord-ac5ed1f2fd5a468ab19502ad4102a971
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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