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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474803Generated: October 25, 2026

Methyl iodide → HCID 67776141, compound

https://huagongshe.com/reaction/474803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-(Pyrimid-5-ylmethyl)-2-thiouracilHCID 10966039—
Reactant4-(Chloromethyl)phenyl 4-chloro-3-(trifluoromethyl)phenyl etherHCID 66825537—
CatalystZinc bromideHCID 10421208—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67776141HCID 677761417.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-(5-pyrimidinylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (70 mg, 0.318 mmol) and DIPEA (0.083 ml, 0.477 mmol) in DCM (2 ml) was added 1-chloro-4-{[4-(chloromethyl)phenyl]oxy}-2-(trifluoromethyl)benzene (110 mg, 0.343 mmol). The reaction mixture was heated at 60° C. overnight. After removing the solvent by nitrogen, the residue was dissolved in MeCN (4 ml), and NMP (1.5 ml), and ZnBr2 (107 mg, 0.477 mmol) and DIPEA (0.083 ml, 0.477 mmol) were added. The mixture was then stirred at 60° C. for 10 min and MeI (0.020 ml, 0.318 mmol) was added dropwise, then stirred at 60° C. for 1.5 h. Purification via MDAP then afforded the title compound (12 mg, 5.97% yield). LCMS: rt=3.38 min, [M+H+]=519

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-bfbd3bbb7f1a4b40b7b4bde3338181b2
Source noteuspto-grants-2014_01