Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 57608231 | HCID 57608231 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57608193 | HCID 57608193 | 107.2% |
Reaction Steps
To an ethanol (5 mL) solution of 2-(6-benzyloxy-benzo[b]thiophen-2-ylmethyl)-isoindole-1,3-dione (144 mg, 0.36 mmol) described in Production Example 77-1-4 was added hydrazine monohydrate (18.7 mg, 0.374 mmol). The mixture was stirred for 4 hours while heating under reflux. The reaction mixture was allowed to cool on standing followed by the addition of water and concentrating under a reduced pressure until the total volume of the solution was reduced by half. The solution was distributed between ethyl acetate and water. The organic layer was separated followed by washing with 2 N aqueous sodium hydroxide solution and water, drying over anhydrous magnesium sulfate and filtering. The filtrate was concentrated under a reduced pressure to obtain the title compound (104 mg, quantitative). This amine was used in the subsequent reaction without purifying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829585B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-23919fb59040457094ec7cb99cae054a |
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| Source note | uspto-grants-2010_11 |
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