反应详情

To a solution of (1H-thieno[3,2-c]pyrazol-5-yl)-methanol [3.2 g, 20.8 mmol, Intermediate (70)] in solution in dimethyl formamide (40 mL) were added potassium hydroxide (3.5 g, 62.3 mmol) and iodine (7.9 g, 31.1 mmol). The mixture was stirred at room temperature for 5 hours. A concentrated solution of sodium bisulfite in water was added until the orange color disappeared. The resulting mixture was extracted several times with ethyl acetate. The combined organic layers were dried over magnesium sulfate and concentrated. The residue was triturated in dichloromethane to produce (3-iodo-1H-thieno[3,2-c]pyrazol-5-yl)-methanol [5.3 g, 91%, Intermediate (71)]. LC/MS: 280.91 (M+H), RT=1.93 minutes; 1H NMR [300 Mhz, (CD3)2SO]: δ13.23 (s, 1H), 7.12 (s, 1H), 5.64 (t, J=6.6 Hz, 1H), 4.63 (d, J=6.5 Hz, 1H).

1. extractionThe resulting mixture was extracted several times with ethyl acetate
2. dry with materialThe combined organic layers were dried over magnesium sulfate
3. concentrationconcentrated
4. customThe residue was triturated in dichloromethane