Potassium Carbonate → 1-(Cyclohexylmethyl)-N-cyclopropyl-5-(3,5-di-tert-butylphenyl)-2-methyl-1H-pyrrole-3-sulfonamide

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Reaction Steps

The solution of compound 3d (600 mg, 1.60 mmol), (3,5-di-tert-butylphenyl)boronic acid (700 mg, 3.00 mmol), Pd(dppf)Cl2 (80 mg) and K2CO3 (483 mg, 3.50 mmol) in DMF (30 mL) was heated at 120° C. under N2 for 16 h. The resulting solution was concentrated, diluted with water and extracted with EA twice. The combined organic layers were washed with water (3×) and brine (3×) consecutively, dried over Na2SO4, filtered, concentrated and purified by CC (PE/EA=10/1) to give compound 3 (70 mg, 10%) as a white solid. 1H-NMR (300 MHz, CDCl3) δ: 0.58-0.66 (m, 6H), 0.95-1.00 (m, 3H), 1.34 (s, 18H), 1.30-1.35 (m, 3H), 1.40-1.55 (m, 3H), 2.32-2.35 (m, 1H), 2.54 (s, 3H), 3.73 (d, J=7.2 Hz, 2H), 4.69 (s, 11-1), 6.44 (s, 1H), 7.15 (s, 2H), 7.40 (s, 1H). MS Calcd.: 484; MS Found: 485 (M+1).

Provenance & Evidence