Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 68014851 | HCID 68014851 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68014849 | HCID 68014849 | 19.1% |
Reaction Steps
A suspension of 3-(1-phenyl-1H-pyrazol-5-yl)-1-piperidin-4-ylpyridazin-4(1H)-one (0.14 g), iodobenzene (0.13 g), Pd2(dba)3 (10 mg), Xantphos (25 mg) and sodium tert-butoxide (63 mg) in 1,4-dioxane (5 mL) was stirred at 100° C. for 3 hr under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from ethyl acetate/hexane to give the title compound (33 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09150588B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-4ca78f36d4ff46c894dbafb060833308 |
|---|
| Source note | uspto-grants-2015_10 |
|---|
