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 67202863 | HCID 67202863 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 16742580 | HCID 16742580 | — |
Reaction Steps
A 5-mL process vial was charged with 2-(4-fluoro-benzyl)-5-iodo-2H-isoquinolin-1-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) gave 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-c2154160712a4fafb03d8e806f45f563 |
|---|
| Source note | uspto-grants-2014_07 |
|---|
