HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (R)-2-(3-Fluoro-4-(trifluoromethyl)phenyl)-N-(6-methyl-2-(1-(methylamino)propan-2-yl)-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Dimethylbarbituric acid | HCID 69860 | — |
| Reactant | (R)-N-(2-(1-(Allyl(methyl)amino)propan-2-yl)-6-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)-2-(3-fluoro-4-(trifluoromethyl)phenyl)acetamide | HCID 59845711 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | (R)-2-(3-Fluoro-4-(trifluoromethyl)phenyl)-N-(6-methyl-2-(1-(methylamino)propan-2-yl)-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide | HCID 25014312 | — |
Reaction Steps
A solution of (R)—N-(2-(1-(allyl(methyl)amino)propan-2-yl)-6-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)-2-(3-fluoro-4-(trifluoromethyl)phenyl)acetamide (56 mg, 0.00011 mol) in methylene chloride (2.5 mL, 0.039 mol) was added to 1,3-dimethylbarbituric acid (60 mg, 0.0004 mol) and tetrakis(triphenylphosphine)palladium(0) (1 mg, 0.000001 mol) under argon. The mixture was stirred at room temperature for 4 hours, purified via flash chromatography and then by reverse phase preparative HPLC to afford the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093265B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-dd20fc13a9504c67b400bd0198d177b9 |
| Source note | uspto-grants-2012_01 |