HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → HCID 68491790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 4-Fluoro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68493841 | — |
| Reactant | HCID 178444656 | HCID 178444656 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68491790 | HCID 68491790 | 40% |
| Product | 1-(1-Methyl-1-phenylethyl)-3-fluoro-6-iodophtalimide | HCID 131728234 | 14% |
Reaction Steps
In a similar manner to Step 3 of Example 16, 4-fluoro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.06 g, 7.22 mmol) was dissolved in THF (80 mL), and the solution was treated with TMEDA (2.40 mL, 15.9 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 16.0 mL, 15.9 mmol) and iodine (2.20 g, 8.66 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0, 85/15) to obtain 4-fluoro-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (1.19 g, yield 40%) and 1-(1-methyl-1-phenylethyl)-3-fluoro-6-iodophtalimide (425 mg, yield 14%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-08104d4147f74fd5967f2101c4f10757 |
| Source note | uspto-grants-2010_06 |