Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 18440621 | HCID 18440621 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18440623 | HCID 18440623 | — |
Reaction Steps
Compound (1E) (1.75 g, 5.33 mmol) was placed in a sealed-tube, and 7 N ammonia in MeOH (Aldrich Chemical Co.) (30 mL) was added. The tube was tightly capped, and the resulting homogeneous mixture was stirred at room temperature overnight. The next morning, TLC confirmed that the reaction was complete. The mixture was transferred to a round-bottom flask and concentrated under reduced pressure at 55° C. The residue was taken up in EtOAc (700 mL) and water (250 mL). The layers were partitioned and then separated. The organic layer was washed with water (2×250 mL) and brine (1×250 mL). The organic layer was dried over magnesium sulfate, filtered, concentrated, and pumped to give the title compound (1F) as an off-white powder (1.859 g, (M−H)−=307, Mp>300° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07189731B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-02e93f47571a446cbc47c87761b46382 |
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| Source note | uspto-grants-2007_03 |
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