Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | M-Phenylenediamine | HCID 7935 | — |
| Edukt | 5,6-Dichloro-pyrimidin-4-ylamine | HCID 24219262 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | HCID 86721737 | HCID 86721737 | 82% |
Reaktionsschritte
Into a 20 mL was placed 5,6-dichloropyrimidin-4-amine (500 mg, 3.05 mmol), benzene-1,3-diamine (329.72 mg, 3.05 mmol) and a pre-made mixture of TFA:TEA (1:1 mol) (347.64 mg: 308.52 mg) dissolved in DMSO (6 mL). The mixture was heated at 90° C. overnight. The reaction mixture was then cooled to rt and the crude mixture was purified using column chromatography eluting 0-40% MeOH in EtOAc. The fractions containing the desired product was concentrated and lyophilized overnight to afford the desired product N4-(3-aminophenyl)-5-chloropyrimidine-4,6-diamine (82% yield) as a brown syrup.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09073947B2 |
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| Quelldatensatz | uspto-grants-2015_07 |
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| ORD ID | ord-948880c4e79d468d85e22e587a2394c4 |
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| Quellennotiz | uspto-grants-2015_07 |
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