Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-(Aminomethyl)cycloheptan-1-ol | HCID 18438648 | — |
| Reactant | HCID 67204769 | HCID 67204769 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 24804061 | HCID 24804061 | — |
Reaction Steps
A 5-mL process vial was charged with 2-(1-hydroxy-3-methylbutan-2-yl)-5-iodoisoquinolin-1(2H)-one (100 mg, 0.0004 mol), 1-(aminomethyl)cycloheptanol (200 mg, 0.001 mol), molybdenum hexacarbonyl (90 mg, 0.0004 mol), palladium acetate (8 mg, 0.00004 mol), 1,8-diazabicyclo[5.4.0]undec-7-ene (200 mg, 0.001 mol) and 1,4-dioxane (2 mL, 0.02 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 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-0514872aaa98410884684611c56afcfa |
|---|
| Source note | uspto-grants-2014_07 |
|---|
