Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphane | HCID 11618717 | — |
| Reactant | HCID 58277278 | HCID 58277278 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58277323 | HCID 58277323 | — |
Reaction Steps
200 mg (0.453 mmol) of the compound of Example 52A are provided in a mixture of 1.5 ml of 1,4-dioxane and 0.9 ml of degassed water under argon, 152 mg (2.72 mmol) of potassium hydroxide, 23.1 mg (0.054 mmol) of 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl and 16.6 mg (0.018 mmol) of tris(dibenzylideneacetone)dipalladium(0) are added, and the mixture is heated at 80° C. overnight. A 1N aqueous hydrogen chloride solution is subsequently added until the pH is acidic, and the reaction mixture is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). 100 mg (63% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399682B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-5a5db71382e4456d9a1eeb5b9462e6df |
|---|
| Source note | uspto-grants-2013_03 |
|---|
