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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Phthalimidoacetone | HCID 235046 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(6-Iodo-benzofuran-3-yl)-ethylamine | HCID 67324004 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(7-Iodo-1-methyl-1,2,3,4-tetrahydro-benzofuro[2,3-c]pyridin-1-ylmethyl)-isoindole-1,3-dione | HCID 67324023 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765779B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-a434a5bf7d24493f9fae752eabd8a934 |
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| Source note | uspto-grants-2014_07 |
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