Methyl iodide → 4-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
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]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- customThe reaction was quenched
- additionby adding 10 mL of water
- filtrationthe solid filtered off
- washwashed with 10 mL of water
- dry with material10 mL of hexanes and dried
Sources & evidence
- ORD record
- ord-8b1546cbe1f14ee5ab6eacdf527c31df
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546408B2
Reaction notes
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