Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 5-Bromo-N-methylpyridine-2-carboxamide | HCID 22831620 | — |
| Reactant | HCID 44477248 | HCID 44477248 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 44477249 | HCID 44477249 | 78% |
Reaction Steps
To a solution of 1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-amine (22 mg, 87 μmol) in degassed toluene (2 ml) was added 5-bromo-N-methylpyridine-2-carboxamide (19 mg, 87 μmol), racemic BINAP (8 mg, 13 μmol), tBuOK (12 mg, 0.10 mmol), followed by Pd2(dba)3 (8 mg, 9 μmol). The reaction was heated at 100° C. for 16 hours, concentrated and purified by FCC (DCM/MeOH/NH3 gradient, 98:2:1 to 95:5:1) giving the title compound as colourless oil (26 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08691804B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-71197f74633f4caba934600c6818279b |
|---|
| Source note | uspto-grants-2014_04 |
|---|
