Réaction #559350

Équation de réaction

Potassium carbonate

2-chloro-4-(4-methylpiperidin-1-yl)-pyrimidine

3-amino-5-methyl-2H-pyrazole

→

title compound

Rendement 50.0%

[4-(4-Methylpiperidin-1-yl)-pyrimidin-2-yl]-(5-methyl-2H-pyrazol-3-yl)-amine

Rendement 50.0%

Solvants

BuOH

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was then heated
2. 2
   Températureunder reflux overnight
3. 3
   AutreThe solvent was evaporated
4. 4
   workup.DISSOLUTIONthe residue dissolved in a mixture ethanol/water (1/3, 4 mL)
5. 5
   FiltrationThe resulting suspension was filtered
6. 6
   Lavagewashed with water twice
7. 7
   Lavagerinsed with ether twice

Mode opératoire

To a solution of 2-chloro-4-(4-methylpiperidin-1-yl)-pyrimidine (prepared using a procedure similar to the one reported in Eur. J. Med. Chem., 26 (7) 729 (1991))(222 mg, 1.05 mmol) in BuOH (5 mL) was added 3-amino-5-methyl-2H-pyrazole (305 mg, 3.15 mmol) and the reaction mixture was then heated under reflux overnight. The solvent was evaporated and the residue dissolved in a mixture ethanol/water (1/3, 4 mL). Potassium carbonate (57 mg, 0.41 mmol) was added and the mixture was stirred at room temperature for 2 hours. The resulting suspension was filtered, washed with water twice and rinsed with ether twice to give the title compound as a white solid (143 mg, 50%): mp 193-195° C.; 1H NMR (DMSO) δ 0.91 (3H, d), 1.04 (2H, m), 1.67 (3H, m), 2.16 (3H, s), 2.83 (2H, t), 4.31 (2H, m), 6.19 (2H, m), 7.87 (1H, d), 8.80 (1H, br s), 11.71 (1H, s); IR (solid) 1627, 1579, 1541, 1498, 1417, 1388, 1322, 1246; MS 273.3 (M+H)+.

Source