Sodium borohydride → 5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl]thiophen-2-methanol

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Reaction Steps

To a solution of 5-(5-ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl]thiophen-2-carbaldehyde in methanol (5 mL/mmol) is added one molar equivalent of sodium borohydride at room temperature and the reaction mixture is stirred for about 6 hrs. at room temperature. The reaction mixture is then concentrated, taken up in dichloromethane and washed with water. The organic phase is concentrated and purified by RP-HPLC to give the title compound (20% yield) as a yellow solid. LC/MS: RT 1.90 min; m/e 250 (M+H); 1H NMR (δ, ppm): 11.66 (1H, br d), 7.25 (1H, s), 6.90 (2H, m), 5.45 (1H, t), 4.50 (2H, d), 2.38 (2H, q), 2.27 (3H, s), 1.11 (3H, t).

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