Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-bromo-2-chloro-5-fluoro-N-(1-methyl-4-piperidyl)benzamide | HCID 68680732 | — |
| Reactant | HCID 68682095 | HCID 68682095 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68683572 | HCID 68683572 | — |
Reaction Steps
2-amino-9-cyclohexyl-5-methyl-8,9-dihydro-5H-pyrimido[5,4-b][1,4]diazepin-6(7H)-one (Intermediate 263; 100 mg, 0.36 mmol), 4-bromo-2-chloro-5-fluoro-N-(1-methylpiperidin-4-yl)benzamide (Intermediate 262; 133 mg, 0.38 mmol), xantphos (12.61 mg, 0.02 mmol), palladium(II) acetate (163 mg, 0.73 mmol) and caesium carbonate (14.20 mg, 0.04 mmol) were added to dioxane (10 mL) and heated at 103° C. overnight. The resulting solution was filtered and passed through a 5 g SCX-3 column. The obtained yellow foam was triturated with hot ethyl acetate to afford a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07709471B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-b33f18c40ace444f938d86558ee1b726 |
|---|
| Source note | uspto-grants-2010_05 |
|---|
