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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284806Generated: November 4, 2026

Water → HCID 90051681, compound

https://huagongshe.com/reaction/2284806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant1-IodopropaneHCID 33643—
Reactanttert-Butyl 2-chloro-5-iodopyridin-4-ylcarbamateHCID 72206934—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium hydrideHCID 24758—
ProductHCID 90051681HCID 90051681—

Reaction Steps

To a solution of tert-butyl (2-chloro-5-iodopyridin-4-yl)carbamate (S8, 239 mg) and propyl iodide (131 μL) in N-methylpyrrolidone (3 mL), sodium hydride (60% wt, 80 mg) was added under ice cooling, and the mixture was stirred at room temperature for 2 hours, and then stirred at 50° C. for 3 hours. The reaction mixture was cooled to room temperature, and then ethyl acetate and water were added to the reaction mixture. The organic layer was separated, washed with saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography (eluent, 100 to 70% hexane in ethyl acetate) to obtain tert-butyl (2-chloro-5-iodopyridin-4-yl)(propyl)carbamate (S9, 155 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145415B2
Source datasetuspto-grants-2015_09
ORD IDord-bffba2d216604710a6c507cfcdecafa3
Source noteuspto-grants-2015_09