HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Fluoro-4-iodoindolin-2-one | HCID 9795601 | — |
| Reactant | 4-Acetyl-1H-pyrrole-2-carboxaldehyde | HCID 12415110 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one | HCID 18366029 | — |
Reaction Steps
1,3-Dihydro-5-fluoro-4-iodo-2H-indol-2-one (0.77 g, 2.8 mmol) (see Example 2A, supra) and 4-acetyl-2-formylpyrrole (0.42 g, 3.06 mmol) (Example 90A above) were suspended in 1% piperidine in 2-propanol (12 mL) and THF (5 mL) and heated at 85° C. for 2 h. Yellow precipitate was formed. After cooling to room temperature, product was collected by filtration and washed with aqueous 2-propanol and dried in vacuum oven to yield (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one. (Yield 0.89 g, 80.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06252086B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-3274aa3f4b1e496eafa6fba694cd042e |
| Source note | uspto-grants-2001_06 |