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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890493Generated: November 3, 2026

Methyl iodide → HCID 57971147, compound

https://huagongshe.com/reaction/1890493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57971146HCID 57971146—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 57971147HCID 5797114720%

Reaction Steps

Under a nitrogen atmosphere, a solution of 2-amino-4-(tert-butyldimethylsilyloxymethyl)pyrimidine (200 mg, 0.84 mmol, Reference Compound No. 5-1) in anhydrous tetrahydrofuran (4.0 mL) was added dropwise to a suspension of sodium hydride (60%, 37 mg, 0.92 mmol) in anhydrous tetrahydrofuran (1.0 mL) under ice-cooling. The mixture was stirred for 15 minutes under ice-cooling, then methyl iodide (57 μL, 0.92 mmol) was added thereto, and the mixture was stirred for 2 hours at room temperature. The reaction mixture was poured into brine (30 mL), then extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give 43 mg of the title Reference Compound as a colorless oil (Yield: 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507485B2
Source datasetuspto-grants-2013_08
ORD IDord-802a481a30c7412d97faad83c99f0ebb
Source noteuspto-grants-2013_08