Réaction #1583818

Équation de réaction

2-fluoro-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine

water

cyclopropylamine

→

N-Cyclopropyl-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine-2-amine

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate (3×50 ml)
2. 2
   SéchageThe combined organic phases are dried over MgSO4
3. 3
   AutreThe residue is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate)

Mode opératoire

In a closed vessel, 600 mg (1.98 mmol) of 2-fluoro-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine (described, for example, in J. Med. Chem, 2005, 48, 5966-5979) in 10 ml cyclopropylamine are heated with stirring at 150° C. After 16 h, the reaction mixture is stirred into 100 ml of water and extracted with ethyl acetate (3×50 ml). The combined organic phases are dried over MgSO4 and freed from the solvent under reduced pressure. The residue is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 520 mg (77%) of the desired product; 1H-NMR(DMSO-d6) δ: 7.96 (d, 1H), 7.52 (m, 2H), 7.17 (m, 2H), 6.65 (s, 1H), 6.49 (s 1H), 6.45 (d, 1H), 3.04 (q, 2H), 2.37 (m, 1H), 1.36 (t, 3H), 0.55 (m, 2H), 0.33 (m, 2H).

Source