Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Reactant | HCID 67204479 | HCID 67204479 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 24804719 | HCID 24804719 | — |
Reaction Steps
A 5-mL process vial was charged with (R)-2-(5-iodo-1-oxoisoquinolin-2(1H)-yl)propanamide (250 mg, 0.00073 mol), 1-adamantanemethylamine (400 mg, 0.002 mol), molybdenum hexacarbonyl (200 mg, 0.0007 mol), palladium acetate (20 mg, 0.00007 mol), 1,8-diazabicyclo[5.4.0]undec-7-ene (300 mg, 0.002 mol); and 1,4-dioxane (3 mL, 0.04 mol). The vessel was sealed under air and exposed to microwave heating for 15 min at 110° C. The reaction tube was thereafter cooled to room temperature, and the mixture was concentrated and dissolved in a small volume of dichloromethane. The crude product was purified via flash column chromatography (12 g of silica gel, 50-100% etOAC/Hexane) to give the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08779144B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-5eed67bfd6784eb6bad0a5b03a6b394d |
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| Source note | uspto-grants-2014_07 |
|---|