Reaktion #1179398

Reaktionsgleichung

NH4Cl

(S)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-[1-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine

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title compound

Ausbeute 5.7%

(S)-N4-(5-Cyclopropyl-1H-pyrazol-3-yl)-N2-[1-(4-fluorophenyl)ethyl]pyrimidine-2,4,5-triamine

Ausbeute 5.7%

Lösungsmittel

MeOH THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 25° C
2. 2
   FiltrationThe reaction was then filtered through a plug of celite with EtOAc (100 ml)
3. 3
   Extraktionthe resulting aqueous layer was extracted with EtOAc (2×100 ml)
4. 4
   Sonstigedried
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

To a suspension of (S)-N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-[1-(4-fluorophenyl)ethyl]-5-nitropyrimidine-2,4-diamine (Method 9; 0.8 g, 2.0 mmol) and zinc dust (0.7 g, 10.0 mmol) in MeOH:THF (1:1, 50 ml) was slowly added saturated NH4Cl solution (10 ml) at 25° C. After 3 hours, the reaction mixture was treated with saturated aqueous NH4OAc solution (40 ml) and allowed to stir for 30 minutes. The reaction was then filtered through a plug of celite with EtOAc (100 ml), and the resulting aqueous layer was extracted with EtOAc (2×100 ml), dried, filtered, and concentrated to give the title compound (0.04 g, 5%). MS: Calcd.: 353; Found: [M+H]+ 354.

Quelle