Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 59191376 | HCID 59191376 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59191351 | HCID 59191351 | 44% |
Reaction Steps
To a solution of 2-{3-[4-(4-Ethyl-2-hydroxy-phenoxy)-3-fluoro-phenoxy]-propyl}-isoindole-1,3-dione (0.096 mmol; 42 mg) in methanol (2 mL), under argon, was added hydrazine monohydrate (0.21 mmol; 10 μL). The reaction was heated to reflux for 1 h 30. After cooling to 0° C., the mixture was hydrolysed with HCl 1N and filtered. The filtrate was basified with NaOH 0.1 N (pH=11) and extracted with chloroform (3*5 ml). Combined organic phases were dried over Na2SO4, concentrated in vacuo. The title compound (13 mg; 0.04 mmol; 44%) was obtained as yellow oil, after purification by preparative TLC (dichloromethane/methanol/NH4OH: 90/10/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08722746B2 |
|---|
| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-b2e42f25b35c4f618bb3d345fb09c249 |
|---|
| Source note | uspto-grants-2014_05 |
|---|