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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829009Generated: October 30, 2026

Methyl iodide → HCID 69659761, compound

https://huagongshe.com/reaction/1829009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(6-Amino-2-benzofuran-1(3H)-ylidene)-1,3-dihydro-2H-indol-2-oneHCID 69659199—
CatalystSilver(I) trifluoromethanesulfonateHCID 76223—
ProductHCID 69659761HCID 69659761—

Reaction Steps

To a solution of 3-(6-Amino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (50.0 mg, 0.189 mmol) and N,N-diisopropylethylamine (65.8 μL, 0.378 mmol) in 2.0 mL THF was added iodomethane (12.9 μL, 0.208 mmol). After stirring at room temperature for 21 h, silver triflate (53.4 mg, 0.208 mmol) was added and the mixture heated at 45° C. for 16 h. The mixture was partitioned between EtOAc and saturated NaHCO3 and the organic separated. The organic layer was washed with H2O, brine and then dried with Na2SO4. The solution was evaporated in vacuo and the residue purified by chromatography (silica gel, 2% MeOH/CHCl3) to give 3-(6-Dimethylamino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (3.6 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060844B2
Source datasetuspto-grants-2006_06
ORD IDord-3777adb7e268485eb139d2567e7ca7df
Source noteuspto-grants-2006_06