Reaktion #627485

Reaktionsgleichung

water

2,2-difluoropropane-1,3-diamine

triethylamine

2,4-dichloro-6-methylquinazoline

→

desired product

Ausbeute 62.0%

N-(2-Chloro-6-methylquinazolin-4-yl)-2,2-difluoropropane-1,3-diamine

Ausbeute 62.0%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane (50 mL×2)
2. 2
   WaschenThe combined organic layers were washed with brine (50 mL)
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe residue was purified by flash column chromatography (eluting with 10-25% methanol in dichloromethane)

Vorschrift

To a solution of 2,2-difluoropropane-1,3-diamine (1.1 g, 10 mmol) and triethylamine (1.4 mL, 10 mol) in dichloromethane (15 mL) was added a solution of 2,4-dichloro-6-methylquinazoline (500 mg, 2.36 mmol) in dichloromethane (5 mL) dropwise. After being stirred at room temperature overnight, the resulting mixture was poured into water (50 mL) and extracted with dichloromethane (50 mL×2). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (eluting with 10-25% methanol in dichloromethane) to afford 41.8 mg of the desired product as a white solid (yield was 62%). MS obsd. (ESI+) [(M+H)+] 287.

Quelle