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To a solution of 5-bromoquinoline-8-carbaldehyde ([CAS 885267-41-7] 423 mg, 1.79 mmol) in MeOH (5 mL) and THF (10 mL) was added sodium borohydride (68 mg, 1.79 mmol) at 0° C. After stirring at 0° C. for 30 min, the reaction mixture was quenched with a saturated aqueous ammonium chloride solution. The mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried with magnesium sulfate and concentrated under reduced pressure to give rise to 430 mg of the title compound as a yellow solid.

1. customthe reaction mixture was quenched with a saturated aqueous ammonium chloride solution
2. extractionThe mixture was extracted with ethyl acetate
3. washThe combined organic layers were washed with brine
4. dry with materialdried with magnesium sulfate
5. concentrationconcentrated under reduced pressure