Sodium hydride → 6-Iodo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-purine

HRID 1363054Notes

Reaction equation

HRID 1363054 reaction equation
[I:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[H-].[Na+].[CH3:13][Si:14]([CH2:17][CH2:18][O:19][CH2:20]Cl)([CH3:16])[CH3:15]>CN(C=O)C>[I:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:20][O:19][CH2:18][CH2:17][Si:14]([CH3:16])([CH3:15])[CH3:13]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 178506563HCID 178506563, compound

Product 1

HCID 578708126-Iodo-9-(2-trimethylsilanyl-ethoxymethyl)-9H-purine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

405 mg (1.65 mmol) of 6-iodo-9H-purine was dissolved in 2 mL DMF. 72 mg (1.81 mmol) of 60% sodium hydride was added followed by 320 μL (1.81 mmol) of trimethylsilylethoxymethyl chloride. Yield: 343 mg of an oily product.

Sources & evidence

ORD record
ord-6ac6bde8850a48198aeb789a91453056
Source dataset
uspto-grants-2011_02
Patent number
US07884110B2

Reaction notes

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