HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68493393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 3-chloro-4-methoxy-N-(1-methyl-1-phenylethyl)benzamide | HCID 68489131 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68493393 | HCID 68493393 | 71% |
Reaction Steps
In a similar manner to Step 2 of Example 16, 3-chloro-4-methoxy-N-(1-methyl-1-phenylethyl)benzamide (500 mg, 1.65 mmol) was dissolved in THF (20 mL), and the solution was treated with TMEDA (0.80 mL, 5.3 mmol), sec-butyl lithium-hexane solution (0.99 mol/L, 5.3 mL, 5.3 mmol) and DMF (0.281 mL, 3.63 mmol), followed by purification by slurry using diisopropylether to obtain 4-chloro-5-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (385 mg, yield 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-84c838dc16f84dc1a257cb4dda6c43bc |
| Source note | uspto-grants-2010_06 |