Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| Reactant | HCID 58548585 | HCID 58548585 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58548616 | HCID 58548616 | 75% |
Reaction Steps
The mixture of 2-[4-(3-bromo-pyridin-2-yloxy)-cyclohexyl]-1H-benzoimidazole (0.15 g, 0.40 mmol), 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (0.09, 0.40 mmol), Pd(dppf)Cl2, Na2CO3, dioxane and H2O was heated at 90° C. for 10 h under N2 atmosphere. Then the mixture was concentrated and the obtained residue was purified by silica gel chromatography (DCM:MeOH=10:1) to give 2-{4-[3-(3,6-dihydro-2H-pyran-4-yl)-pyridin-2-yloxy]-cyclohexyl}-1H-benzoimidazole (0.10 g, 0.267 mmol, 75% yield) as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08952037B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-a2d34b103d904c259d3adcc6bc1a3b51 |
|---|
| Source note | uspto-grants-2015_02 |
|---|
