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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097631Generated: November 1, 2026

Morpholine → N-(3-chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamide

https://huagongshe.com/reaction/2097631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(4-[(3-Chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)propylmethanesulfonateHCID 86614183—
SolventAcetonitrileHCID 6342—
ProductN-(3-chloro-4-fluorophenyl)-4-(3-morpholin-4-ylpropyl)-1,2,5-oxadiazole-3-carboxamideHCID 5894176354%

Reaction Conditions

Temperature70 °C

Reaction Steps

3-(4-[(3-Chloro-4-fluorophenyl)amino]carbonyl-1,2,5-oxadiazol-3-yl)propylmethanesulfonate (19 mg, 0.051 mmol) was dissolved in anhydrous ACN (100 μL,) followed by addition of DIPEA (44 μL, 0.26 mmol) and morpholine (6.7 μL, 76.8 μmol). The reaction was stirred and heated at 70° C. for 3 h. The reaction was concentrated and purified with silica gel chromatography (60-100% ethyl acetate/hex) to give the desired product (10 mg, 54%). LCMS for C16H19ClFN4O3(M+H)+: m/z=369.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450351B2
Source datasetuspto-grants-2013_05
ORD IDord-74ed4cc0f9fb487e9d0ecfb814504c1f
Source noteuspto-grants-2013_05