Reaktion #7703

Reaktionsgleichung

sodium iodide

2,4-dichloro-5,6,7,8-tetrahydroquinazoline

3-amino-5-cyclopropylpyrazole

triethylamine

→

(2-chloro-5,6,7,8-tetrahydroquinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture is partitioned between ethyl acetate and aqueous saturated NaHCO3
2. 2
   WaschenThe organic layer is washed with brine
3. 3
   Sonstigeevaporated in vacuo
4. 4
   SonstigeThe residue is purified by flash chromatography (SiO2, hexane/AcOEt gradient)

Vorschrift

To a solution of 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (500 mg, 2.46 mmol) and 3-amino-5-cyclopropylpyrazole (303 mg, 2.46 mmol) in DMF (10 mL) is added triethylamine (0.357 mL, 2.56 mmol) followed by sodium iodide (368 mg, 2.46 mmol) and the reaction mixture is heated at 90° C. for 20 h. The reaction mixture is partitioned between ethyl acetate and aqueous saturated NaHCO3. The organic layer is washed with brine and evaporated in vacuo. The residue is purified by flash chromatography (SiO2, hexane/AcOEt gradient) to give (2-chloro-5,6,7,8-tetrahydroquinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine.

Quelle