HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 58063592, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 66684138 | HCID 66684138 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58063592 | HCID 58063592 | — |
Reaction Steps
3-[4-(5-Bromopyrimidin-2-yl)-1H-1,2,3-triazol-1-yl]-6-fluoro-1-(2,2,2-trifluoroethyl)-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (75 mg, 0.155 mmol), 4-pyridineboronic acid (28.5 mg, 0.232 mmol), Pd2(dba)3 (7.08 mg, 7.73 μmol), cesium carbonate (101 mg, 0.309 mmol), and X-phos (7.37 mg, 0.015 mmol) were combined in a microwave vial along with water (0.5 mL) and 1,4-dioxane (0.9 mL). The vessel was irradiated for 15 mins at 140° C. The vial was allowed to cool before being diluted with EtOAc and syringe filtered. The filtrate was concentrated and purified on column chromotagraphy to yield the desired product, 11 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575150B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-457eeaa60978441d97786d2e44a380c9 |
| Source note | uspto-grants-2013_11 |