To a stirred methanolic solution of 5-chlorothiazole-2-carbaldehyde (0.5 g, 3.39 mmol) (6.78 mL) was slowly added sodium borohydride (0.128 g, 3.39 mmol) at room temperature. The reaction mixture was stirred continuously at room temperature for 30 min, followed by concentration under reduced pressure. The concentrated residue was dissolved in ethyl acetate (40 mL) and washed sequentially with deionized water (30 mL) and saturated saline (20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give (5-chlorothiazol-2-yl)methanol as a white solid (yield: 101%, 511 mg). The product could be used for subsequent reactions without further purification.LC-MS (ESI+) analysis showed m/z = 150.1 ([M+H]+).1H NMR (400 MHz, CDCl3) δ 7.54 (s, 1H), 4.88 (d, J = 5.87 Hz, 2H), 2.57 (t, J = 6.06 Hz, 1H).
