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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182105Generated: October 26, 2026

Triethylamine → {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1182105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(4-Chlorophenoxy)azetidine hydrochlorideHCID 57350197—
Reactant((R)-3-iodo-1-methyl-propyl)-carbamic acid tert-butyl esterHCID 86600852—
SolventDimethylformamideHCID 6228—
Product{(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl esterHCID 69410570—

Reaction Steps

A solution of ((R)-3-iodo-1-methyl-propyl)-carbamic acid tert-butyl ester (0.038 mg, 0.13 mmol), 3-(4-chloro-phenoxy)-azetidine hydrochloride (0.030 g, 0.13 mmol) and triethylamine (0.073 ml, 0.52 mmol) in DMF (1 ml) is stirred at room temperature for 18 hours. The reaction mixture is partitioned between ethylacetate and a saturated solution of sodium bicarbonate. The organic phase is washed with water and brine, dried over magnesium sulphate and evaporated. The crude product is purified by flash silica chromatography using 1:1 ethylacetate:hexane as eluent to afford {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester. [M+H] 355.33

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-976b9e786a4a4e83ac064dc40060e002
Source noteuspto-grants-2007_10