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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267118Generated: November 1, 2026

Sodium Iodide → HCID 68782588, compound

https://huagongshe.com/reaction/2267118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantAcetonitrileHCID 6342—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantMethyl 2-((3S)-3-(3-((1E)-2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-3-hydroxypropyl)benzoateHCID 9955783—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 68782588HCID 68782588—

Reaction Steps

Adding anhydrous methyl 2-[(3S)-[3-[(2E)-(7-chloro quinolin-2-yl)ethenyl]phenyl]-3-hydroxypropyl]benzoate (1) solution in organic polar solvent such as acetonitrile, THF to a solution of sodium iodide at temperature of about 10° C. to about 25° C. followed by addition of trimethylchloro silane to the mass, raising the temperature to about 35° C. to about 55° C., maintaining the reaction mass at temperature of 35° C. to 55° C. for about 10 hrs to 24 hrs, isolation, slurring the wet cake with mixture of ethyl acetate, water gives the crude iodo derivative (IV, X═I). The crude on dissolution in mixture of methylene chloride, methanol followed by washing with sodium bicarbonate solution, water, drying over dehydrating agents such as anhydrous sodium sulphate, anhydrous magnesium sulphate, removal of solvent under reduced pressure at temperature below 50° C. followed by purification with column chromatography gives the pure methyl 2-[(3S)-[3-[(2E)-(7-chloro quinolin-2-yl)ethenyl]phenyl]-3-iodopropyl]benzoate (IV, X═I).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858793B2
Source datasetuspto-grants-2010_12
ORD IDord-d49177c0b8704e07b24a120e54b53204
Source noteuspto-grants-2010_12