Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 6-Bromo-4-chlorophthalazin-1(2H)-one | HCID 53308487 | — |
| Reactant | HCID 67416430 | HCID 67416430 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67416680 | HCID 67416680 | 21% |
Reaction Steps
A mixture of 6-bromo-4-chloro-2H-phthalazin-1-one (136 mg, 0.52 mmol), 5-(2-aminomethyl-phenyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester (150 mg, 0.48 mmol), Pd2(dba)3 (22 mg, 0.024 mmol), BINAP (49 mg, 0.078 mmol) and NaOt-Bu (147 mg, 1.56 mmol) in DMA (10 mL) was purged with nitrogen for 10 min. The mixture was heated at 90° C. for 2 h. The mixture was allowed to cool and diluted with ethyl acetate (30 mL) and washed with ammonium chloride (25 mL). The organic layer was dried and concentrated. Chromatography on silica yielded the title compound (50 mg, 19%) m/z (M+H)=496.12.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08044041B2 |
|---|
| Source dataset | uspto-grants-2011_10 |
|---|
| ORD ID | ord-a7e9a53566ae4d2e99556929e6dbdbd4 |
|---|
| Source note | uspto-grants-2011_10 |
|---|
