HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 66727950, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 2-[4-(Methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 17998901 | — |
| Reactant | 3-Bromo-1H-pyrrolo[3,2-b]pyridine | HCID 44119213 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66727950 | HCID 66727950 | 14% |
Reaction Steps
To a suspension of Xphos (0.695 g), 3-bromo-1H-pyrrolo[3,2-b]pyridine (3.59 g), 2-[4-(methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.81 g) and Cs2CO3 (11.86 g) in DME (50 mL) and water (10 mL) was added Pd2(dba)3 (0.334 g). The mixture was refluxed overnight under Ar atmosphere. The mixture was added to water and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column Chromatography (AcOEt/hexane) to give the title compound (0.650 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-53ea5eaf701b4b40ba1a1931443945bd |
| Source note | uspto-grants-2015_05 |