HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzene, 1-bromo-3,5-dimethyl- → 2-Chloro-5-methyl-N-(3,5-dimethylphenyl)pyrimidin-4-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzene, 1-bromo-3,5-dimethyl- | HCID 136357 | — |
| Edukt | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Edukt | 2-Chloro-5-methylpyrimidin-4-amine | HCID 4302175 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Katalysator | Palladium (II) acetate | HCID 4144353 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Chloro-5-methyl-N-(3,5-dimethylphenyl)pyrimidin-4-amine | HCID 57516491 | 50% |
Reaktionsschritte
A mixture of 1-bromo-3,5-dimethylbenzene (104 μL, 0.77 mmol), 2-chloro-5-methyl-pyrimidin-4-ylamine (104 mg, 0.72 mmol), Pd(OAC)2 (15 mg, 0.07 mmol), Xantphos (83 mg, 0.14 mmol) and potassium tert-butoxide (159 mg, 1.42 mmol) in dioxane (8 mL) was microwaved at 160° C. for 20 min. The reaction mixture was cooled to room temperature and filtered rinsing with DCM and methanol. The filtrate was concentrated and purified using gradient flash chromatography (0-100% ethyl acetate in hexanes) to afford the title compound as a yellow oil (89 mg, 50%). MS (ES+): m/z 248 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07528143B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-c64b695d7c9b4eb081d6fdf995df5807 |
| Quellennotiz | uspto-grants-2009_05 |