Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 68933965 | HCID 68933965 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68934147 | HCID 68934147 | 45% |
Reaction Steps
90 mg (0.27 mmol) of 2-adamantyl-N-(1-oxo-1H-isochromen-5-yl)acetamide (1) was treated with 10 mL (20 mmol) of a 2 M ammonia solution in ethanol at room temperature in a resealable tube. The reaction vessel was sealed and heated at 115° C. for 48 h. After the reaction mixture was cooled down to room temperature, the solvent was evaporated and residue obtained was purified by prep. HPLC to yield 2-adamantyl-N-(1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide (2a) (41 mg, 0.122 mmol, 45%) as an off-white powder. HPLC ret. time 2.07 min, 10-100% CH3CN, 3.5 min gradient; ESI-MS m/z 337.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07402596B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-316976dcfed447e4ba603bb0a609afc7 |
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| Source note | uspto-grants-2008_07 |
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