Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 10239063 | HCID 10239063 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 69156239 | HCID 69156239 | — |
Reaction Steps
A mixture of 2-(benzo[1,3]dioxol-5-ylmethyl)-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (300 mg), palladium(II) acetate (7 mg), 1,1′-bis(diphenylphosphino)ferrocene (17 mg), triethylamine (0.22 ml), DMF (10 ml) and methanol (10 ml) was stirred at 100° C. for 6 hrs. under 5 atm carbon monoxide. The reaction mixture was concentrated, and water was added to the residue. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate) and the obtained crystals were washed with diisopropyl ether to give the title compound (250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07402595B2 |
|---|
| Source dataset | uspto-grants-2008_07 |
|---|
| ORD ID | ord-77b4ceba8696428d8565ca8de0721617 |
|---|
| Source note | uspto-grants-2008_07 |
|---|