Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Borane;pyridine | HCID 2723995 | — |
| Reactant | HCID 77531930 | HCID 77531930 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 68017766 | HCID 68017766 | 68% |
Reaction Steps
Acetic acid (40 ml) and pyridine-borane (4.3 ml) were added to 2-{[1-(4-methoxy-3-methylphenyl)-methylidene]amino}isoindole-1,3-dione (2.50 g) prepared in the Step 15-1-1, and the mixture was stirred under a room temperature for 0.5 hours. The mixture was concentrated under a reduced pressure, and under an ice cooling 10% hydrochloric acid (10 ml) was added to the resulting residue. Sodium hydroxide (1.1 g) was added thereto, and the resulting mixture was subjected to extraction with ethyl acetate. The organic layer was washed with a saturated saline solution, and then dried over sodium sulfate and concentrated under a reduced pressure. To the resulting residue, ethanol (10 ml) was added, and the mixture was stirred at a room temperature. The precipitate was separated by filtration, washed with ethanol, and concentrated under a reduced pressure to give the title compound (1.71 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09200008B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-bd8065438682484ea7730319b279c96a |
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| Source note | uspto-grants-2015_12 |
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