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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182136Generated: October 29, 2026

(S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol → 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea

https://huagongshe.com/reaction/1182136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-olHCID 11184815—
Reactant(5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl esterHCID 69360901—
SolventDimethyl SulfoxideHCID 679—
Product1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-ureaHCID 10287886—

Reaction Steps

A solution of (S)-2-amino-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-butan-1-ol (0.45 g, 2 mmol) and (5-Ethyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester (0.49 g, 1.66 mmol) in DMSO (5 ml) is stirred at ambient temperature for 1 hour, then partitioned between water and ethylacetate. The organic phase is dried over MgSO4 and evaporated. The crude product is purified by recrystallisation from hot ethylacetate to afford 1-{(S)-3-[3-(4-Chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(5-ethyl-2-methyl-2H-pyrazol-3-yl)-urea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-d254f30ebd844962a1cda36f7be047e6
Source noteuspto-grants-2007_10