HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525815Generated: October 25, 2026
Iodoethane → 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-(diethylamino)-3-methylbutanoate
https://huagongshe.com/reaction/1525815
Participants
| Role | Name | HCID | Charge |
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| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-amino-3-methylbutanoate | HCID 71082754 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-(diethylamino)-3-methylbutanoate | HCID 71082693 | 57.5% |
Reaction Steps
2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)isoindolin-1,3-dione (S)-2-amino-3-methylbutanoate (92 mg) was dissolved in acetonitrile (18 mL). Ethyl iodide (74 mg) was added. The mixture was stirred at 80° C. and allowed to react overnight. The solvent was removed by rotary evaporation in vacuo. White solid (30 mg) was obtained after the crude product was purified by silica gel column (eluted with acetic ether: petroleum ether=1:1). 1H NMR (CDCl3, ppm) δ 7.86-7.90 (m, 2H), 7.76-7.79 (m, 2H), 4.97-5.08 (m, 1H), 4.38-4.43 (m, 1H), 4.05-4.30 (m, 3H), 3.15-3.25 (m, 1H), 2.95-3.05 (m, 1H), 2.80-2.95 (m, 2H), 2.45-2.58 (m, 4H), 2.10-2.20 (m, 1H), 1.90-2.10 (m, 2H), 1.00-1.20 (m, 7H), 0.95-0.98 (m, 3H), 0.87-0.91 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09085563B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-168bd16b955a44e9a8f4775b39e6930e |
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| Source note | uspto-grants-2015_07 |
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