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To a 0° C. solution of 3,5-dichloropyridine-4-carbaldehyde (7.0 g, 40 mmol) in anhydrous methanol (500 mL) was added sodium borohydride (2.3 g, 60 mmol). The reaction mixture was stirred at room temperature for 3 hours. Water (150 mL) was added and MeOH was evaporated. The mixture was extracted with ethyl acetate (2×100 mL) and 2-butanol (1×100 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo, affording (3,5-dichloropyridin-4-yl)methanol (6.4 g, 90% yield), which was used without further purification.

1. customMeOH was evaporated
2. extractionThe mixture was extracted with ethyl acetate (2×100 mL) and 2-butanol (1×100 mL)
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. customevaporated
6. customdried in vacuo