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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512843Generated: November 3, 2026

Methyl iodide → HCID 59146081, compound

https://huagongshe.com/reaction/1512843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium HydroxideHCID 14797—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1H-indol-3-yl]propanoateHCID 59146158—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59146081HCID 59146081—

Reaction Steps

To the solution of ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1H-indol-3-yl]propanoate (D146) (320 mg) in dimethyl sulfoxide (5 mL) was added KOH (152 mg) and MeI (0.64 mL). The reaction solution was stirred at room temperature overnight. Saturated aqueous NH4Cl (10 mL) solution was added, and the resulting solution was extracted with ethyl acetate (3×10 mL). The combined organic phases were washed with brine and dried over sodium sulphate. The organic solution was concentrated to afford ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1-methyl-1H-indol-3-yl]propanoate (D147) (330 mg). MS (ES): C25H25ClFN3O4 requires 485; found 486.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217028B2
Source datasetuspto-grants-2012_07
ORD IDord-4b45b2c5ac0d4eb1b52152eaca99a9ca
Source noteuspto-grants-2012_07