4-Fluorobenzenesulfonyl chloride → N-(5-bromo-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide

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Reaction Steps

Following the procedure previously described (Example 44, Step 1), 3-amino-5-bromo-2-chloropyridine (770.0 mg, 3.7 mmol) was reacted with 4-fluorobenzenesulfonyl chloride (0.76 g, 3.9 mmol, Oakwood Products, West Columbia, S.C.) to afford N-(5-bromo-2-chloropyridin-3-yl)-4-fluorobenzenesulfonamide (1.018 g, 75% yield) after recrystallization from CH2Cl2/EtOAc. LCMS (ESI positive ionization) m/z: 366 (M+1); 1 H NMR (400 MHz, DMSO-d6) δ ppm 7.24 (t, J=9.00 Hz, 2H); 7.53 (d, J=2.25 Hz, 1H); 7.58 (d, J=2.25 Hz, 1H); 7.74 (dd, J=8.95, 5.43 Hz, 2H).

Provenance & Evidence