5-pyrimidineethanol

6214-48-8

875251-47-1

Ethyl 2-(pyrimidin-5-yl)acetate (200 mg, 1.20 mmol) was dissolved in ethanol (15 mL) under argon protection and stirred at 0 °C. Sodium borohydride (91 mg, 2.40 mmol) was slowly added, followed by warming the reaction system to room temperature and continuous stirring for 16 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched with ice water (2 mL), followed by removal of the volatile solvent under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with an eluent of 4% methanol/dichloromethane (v/v) to afford 2-(pyrimidin-5-yl)ethanol (45 mg, 30% yield) as a colorless slurry. The product was confirmed by 1H-NMR (DMSO-d6, 500 MHz): δ 9.01 (s, 1H), 8.62 (s, 2H), 4.76 (t, 1H), 3.66-3.64 (m, 2H), 2.78-2.76 (t, 2H).The LC-MS analysis showed a purity of 98.71% with a molecular ion peak of 125 (M++1). The chromatographic conditions: the column was Eclipse XDB C-18 (150×4.6 mm, 5 μm), the mobile phase was 0.05% aqueous trifluoroacetic acid: acetonitrile at a flow rate of 1.0 mL/min, and the retention time was 3.75 min. The purity of UPLC analysis was 96.67%, and the chromatographic conditions: the column was Acquity UPLC HSS T3 (2.1×100 mm. 1.8 μm), mobile phase: acetonitrile: 0.025% trifluoroacetic acid aqueous solution, flow rate 0.3 mL/min, retention time 1.86 min (IP12060040).TLC conditions: 10% methanol/dichloromethane (v/v), Rf value was 0.4. The purity of UPLC analysis was 96.67%.