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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054509Generated: October 27, 2026

Sodium hydride → 4-iodo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1054509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
Reactant4-Iodo-7H-pyrrolo(2,3-d)pyrimidineHCID 57870804—
SolventDimethylformamideHCID 6228—
Product4-iodo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidineHCID 57870803—

Reaction Steps

610 mg (2.49 mmol) of 4-iodo-7H-pyrrolo[2,3-d]pyrimidine was dissolved in 2.5 mL DMF. 110 mg (2.74 mmol) of 60% sodium hydride was added followed by 480 μL (2.74 mmol) of trimethylsilylethoxymethyl chloride. Yield: 750 mg of an oily product, 90% pure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394307B2
Source datasetuspto-grants-2016_07
ORD IDord-a465c4a0d6cd499f9eb8ba3bf41eef61
Source noteuspto-grants-2016_07