Reaktion #2161282

Reaktionsgleichung

4-(5-(4-fluorobenzyl)-1-(azetidin-3-yl)-1H-pyrazol-3-yl)pyridine

methanesulfonyl chloride

triethylamine

→

title compound

4-{5-(4-fluorobenzyl)-1-[1-(methylsulfonyl)azetidin-3-yl]-1H-pyrazol-3-yl}pyridine

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurified by flash chromatography (0-5% MeOH/CH2Cl2)

Vorschrift

To a solution of 4-(5-(4-fluorobenzyl)-1-(azetidin-3-yl)-1H-pyrazol-3-yl)pyridine (75 mg, 0.24 mmol) in CH2Cl2 (2 mL) was added methanesulfonyl chloride (19 μL, 0.24 mmol) and triethylamine (37 □L, 0.26 mmol) and the reaction mixture was stirred at room temperature for 2 hours. The solution was then loaded directly onto a pre-wetted Biotage 25M column and purified by flash chromatography (0-5% MeOH/CH2Cl2) to give the title compound as a white solid, 77 mg, 83%. 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 8.58-8.67 (2 H, m), 7.59-7.69 (2 H, m), 6.97-7.13 (4 H, m), 6.49 (1 H, s), 4.84-4.98 (1 H, m), 4.45 (2 H, dd, J=8.97, 6.44 Hz), 4.05 (2 H, t, J=8.34 Hz), 4.01 (2 H, s,) 3.05 (3 H, s); m/z (APCI+) for C19H19N4O2SF 387.1 (M+H)+.

Quelle