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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658371Generated: October 30, 2026

Ethanol → (2-Fluoro-4-iodo-phenyl)-{4-[5-(2-morpholin-4-yl-ethylamino)-[1,3,4]oxadiazol-2-yl]-pyridin-3-yl}-amine

https://huagongshe.com/reaction/658371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethyl iodideHCID 6328—
ReactantDichloromethaneHCID 6344—
Reactant3-[(2-Fluoro-4-iodophenyl)amino]isonicotinohydrazideHCID 11588802—
Product(2-Fluoro-4-iodo-phenyl)-{4-[5-(2-morpholin-4-yl-ethylamino)-[1,3,4]oxadiazol-2-yl]-pyridin-3-yl}-amineHCID 59026835—

Reaction Steps

To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-isonicotinic acid hydrazide (500 mg; 1.34 mmol; 1 eq) in DCM (5 mL) 4-(3-Isothiocyanato-ethyll)-morpholine (255 mg; 1.61 mmol; 1.2 eq) was added. The reaction mixture was refluxed for 4 hrs under argon. A yellow solid precipitated out, which was filtered to afford an intermediate that was suspended in ethanol (5 mL). Iodomethane (190 mg; 1.34 mmol; 1.0 eq) was then added and the reaction mixture was stirred overnight at RT. It was then heated to 80° C. and stirred for another 2 hr. Filtration afforded the yellow solid product 153 mg. LC/MS (Method A) [0.41 min; 511(M+1)]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076486B2
Source datasetuspto-grants-2011_12
ORD IDord-30c4e096ff874bae9bc0a8e3207b5068
Source noteuspto-grants-2011_12