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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890037Generated: October 30, 2026

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

https://huagongshe.com/reaction/890037

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 numberUS06995144B2
Source datasetuspto-grants-2006_02
ORD IDord-f43dfcafd9f94551b71d81fb7c2398f0
Source noteuspto-grants-2006_02