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HRID 491208Erstellt: 24. Oktober 2026

Benzene, 1-bromo-3,5-dimethyl- → 2-Chloro-5-methyl-N-(3,5-dimethylphenyl)pyrimidin-4-amine

https://huagongshe.com/de/reaction/491208

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzene, 1-bromo-3,5-dimethyl-HCID 136357—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
EduktPotassium tert-butoxideHCID 23665647—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Chloro-5-methyl-N-(3,5-dimethylphenyl)pyrimidin-4-amineHCID 5751649150%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07528143B2
Quelldatensatzuspto-grants-2009_05
ORD IDord-c64b695d7c9b4eb081d6fdf995df5807
Quellennotizuspto-grants-2009_05