HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Phosphate, Tribasic → [4-(3-Chloropyrazin-2-yl)phenyl]acetic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | Tricyclohexylphosphine | HCID 75806 | — |
| Edukt | 2,3-Dichloropyrazine | HCID 78575 | — |
| Edukt | 2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic Acid | HCID 3719002 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | [4-(3-Chloropyrazin-2-yl)phenyl]acetic acid | HCID 59535937 | — |
Reaktionsschritte
To a solution of 0.10 g (0.38 mmol) [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetic acid in 1.2 ml of dioxane was added 0.17 g (1.15 mmol) of 2,3-dichloropyrazine, 2.57 mg (0.009 mmol) of tricyclohexylphosphine, 3.5 mg (0.004 mmol) of Pd2(dba)3, and 0.51 ml (1.27 M, 0.65 mmol) of aqueous potassium phosphate solution. The resulting suspension was degassed for 10 minutes. After 30 min in the microwave at 100° C., the reaction mixture was cooled, acidified with 1N HCl, extracted with ethyl acetate, and washed with brine. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to afford crude [4-(3-chloropyrazin-2-yl)phenyl]acetic acid. ES-MS M+1=249.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08637513B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-1df42e582d8249e392fc58df6c37ccc4 |
| Quellennotiz | uspto-grants-2014_01 |