HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 4-Chloro-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 4-Chloro-5-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68493393 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68489212 | 85% |
Reaction Steps
In a similar manner to Step 3 of Example 16, 4-chloro-5-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (300 mg, 0.904 mmol) was dissolved in THF (12 mL), and the solution was treated with TMEDA (0.30 mL, 2.0 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 2.0 mL, 2.0 mmol) and iodine (275 mg, 1.08 mmol), followed by purification by slurry using diisopropylether and hexane to obtain 4-chloro-5-methoxy-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (350 mg, yield 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-c8fe6c7767bf48bfb48578ef0e270cfc |
| Source note | uspto-grants-2010_06 |