HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (z)-3-[(4-Acetyl-1h-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-[(2s,4r)-(4-hydroxy-pyrrolidin-2-yl)ethynyl]-2h-indol-2-one hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pentane | HCID 8003 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-[(2S,4R)-(4-hydroxy-pyrrolidin-2-yl)ethynyl]-2H-indol-2-one | HCID 15907928 | — |
| Solvent | 1,4-dioxane N,N-dimethylformamide | HCID 21712069 | — |
| Product | (z)-3-[(4-Acetyl-1h-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-[(2s,4r)-(4-hydroxy-pyrrolidin-2-yl)ethynyl]-2h-indol-2-one hydrochloride salt | HCID 69949240 | — |
Reaction Steps
A solution of (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-[(2S,4R)-(4-hydroxy-pyrrolidin-2-yl)ethynyl]-2H-indol-2-one (20 mg, 0.06 mmol) (Example 111 above) in a mixture of DMF/dioxane (2/7 mL respectively) was treated with aqueous HCl under vigorous stirring. (Z)-3-[(4-Acetyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-5-fluoro-4-[(2S,4R)-(4-hydroxy-pyrrolidin-2-yl)ethynyl]-2H-indol-2-one hydrochloride salt was obtained after lyophilization and treatment with THF and pentane. (Yield 20 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06303793B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-e83bae0df15a481e96e7f4e550588bf5 |
| Source note | uspto-grants-2001_10 |