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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616879Generated: October 26, 2026

Trifluoroacetic acid → 2-(7-Iodo-1-methyl-1,2,3,4-tetrahydro-benzofuro[2,3-c]pyridin-1-ylmethyl)-isoindole-1,3-dione

https://huagongshe.com/reaction/1616879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPhthalimidoacetoneHCID 235046—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(6-Iodo-benzofuran-3-yl)-ethylamineHCID 67324004—
SolventDichloromethaneHCID 6344—
Product2-(7-Iodo-1-methyl-1,2,3,4-tetrahydro-benzofuro[2,3-c]pyridin-1-ylmethyl)-isoindole-1,3-dioneHCID 67324023—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 2-(6-iodo-benzofuran-3-yl)-ethylamine (2.00 g, 6.97 mmol) and 2-(2-oxo-propyl)-isoindole-1,3-dione (4.25 g, 20.9 mmol) was added trifluoroacetic acid (8.00 mL, 104 mmol) and then heated at 80° C. After 16 h, additional ketone (3 eq) was added and heating continued. After a total of 3 days, the reaction mixture was basified (DCM-aq. NaHCO3) and the resulting precipitate was filtered, rinsed with DCM and dried to give an off-white solid. mp 302-304° C. dec.; MS m/z 473 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765779B2
Source datasetuspto-grants-2014_07
ORD IDord-a434a5bf7d24493f9fae752eabd8a934
Source noteuspto-grants-2014_07