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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606171Generated: October 30, 2026

Ethyl Acetate → 1-(tert-Butoxycarbonyl)-4-[2-(3-methylureido)phenoxymethyl]piperidine

https://huagongshe.com/reaction/606171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMethyl IsocyanateHCID 12228—
ReactantAzane;hydrateHCID 12896473—
Reactanttert-Butyl 4-[(2-aminophenoxy)methyl]piperidine-1-carboxylateHCID 22248383—
SolventTetrahydrofuranHCID 8028—
Product1-(tert-Butoxycarbonyl)-4-[2-(3-methylureido)phenoxymethyl]piperidineHCID 2224811799%

Reaction Steps

After dissolving 400 mg of 1-(tert-butoxycarbonyl)-4-(2-aminophenoxymethyl)piperidine in 10 ml of tetrahydrofuran, 458 mg of methyl isocyanate was added and the mixture was stirred overnight at room temperature. Ammonia water was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then filtered with NH silica gel. The solvent was distilled off under reduced pressure to obtain the title compound (469 mg, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915274B2
Source datasetuspto-grants-2011_03
ORD IDord-46df5eaf7d9a44998ad5290e09a99565
Source noteuspto-grants-2011_03