HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(6-methoxy-1-oxoisoindolin-2-yl)-N-(4-(piperazin-1-yl)pyridin-3-yl)furan-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl 4-(3-(5-(6-methoxy-1-oxoisoindolin-2-yl)furan-2-carboxamido)pyridin-4-yl)piperazine-1-carboxylate | HCID 68161686 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(6-methoxy-1-oxoisoindolin-2-yl)-N-(4-(piperazin-1-yl)pyridin-3-yl)furan-2-carboxamide | HCID 67051505 | — |
Reaction Steps
The Example 1 compound, tert-butyl 4-(3-(5-(6-methoxy-1-oxoisoindolin-2-yl)furan-2-carboxamido)pyridin-4-yl)piperazine-1-carboxylate (1.5) (0.1 mmol) was cooled to 0° C. in 1 mL of dioxane and was added to 4N HCl in dioxane (1 mL) and stirred at room temperature for 30 min. Dioxane was removed under vacuo, redissolved in water-acetonitrile and freezed and lyophilized to obtain 5-(6-methoxy-1-oxoisoindolin-2-yl)-N-(4-(piperazin-1-yl)pyridin-3-yl)furan-2-carboxamide (Example 1) as white powder. HPLC-MS tR=0.75 min (UV254 nm); Mass calculated for formula C23H23N5O4, 433.18, observed LCMS m/z 434.20 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669259B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-9dff0b9dd6b54e6ca86e9c5fdca8173a |
| Source note | uspto-grants-2014_03 |