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HRID 19624Erstellt: 24. Oktober 2026

2,3-Dichloropyridine → 6-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amine

https://huagongshe.com/de/reaction/19624

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-DichloropyridineHCID 16988—
EduktDiisopropylethylamineHCID 81531—
Edukt5,6,7,8-Tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amineHCID 59346558—
Lösungsmitteldioxane N,N-dimethylacetamideHCID 67000103—
Produkt6-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amineHCID 5934647325,6%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

5,6,7,8-Tetrahydro-N-phenylpyrido[4,3-d]pyrimidin-4-amine (500 mg, 2.2 mmol) was dissoled in a mixture of dioxane/N,N-dimethylacetamide (4:1) (2 mL). To the mixture was added 2,3-dichloropyridine (423 mg, 2.86 mmol) and N,N-diisopropylethylamine (0.38 mL, 2.2 mmol). The mixture was heated at 150° C. in a microwave (Emrys Optimizer model, Personal Chemistry) for 16 h. The solvents were removed under vacuum and the residue was dissolved in ethyl acetate and washed with sat. NaHCO3 and brine. The organic layer was dried over Na2SO4, filtered and evaporated to give a brown residue. The residue was purified using a gradient of ethyl acetate:hexane (0-100%) to give the desired compound as an off-white powder (190 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745451B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-0254c620f8884a0a8f85c0b6c4abe0e9
Quellennotizuspto-grants-2010_06