Thionyl Chloride → 5-(Chloromethyl)-2-(1H-pyrazol-1-yl)pyridine

참여 물질

반응 단계

To a solution of alcohol (III) (10.5 g, 59.9 mmol) in CH2Cl2 (150 ml), SOCl2 (36 g, 22 ml, 299.6 mmol) was added and the resulting reaction mixture was stirred at room temperature for a period of between 12 to 18 hours. The excess SOCl2 was quenched with saturated aqueous NaHCO3. The resulting mixture was extracted with CH2Cl2 and washed with brine. Removal of solvent gave a compound of formulae (11.15 g, 95% yield) as a white solid. MS-ESI=194.06, 196.06, 1H NMR (ppm): 8.59 (H3′, d), 8.43 (H6, d), 8.03 (H2, d), 7.89 (H3, dd), 7.78 (H5′, s), 6.50 (H4′, t), 4.65 (—CH2-).

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