Sodium Chloride → (3,5-Difluoropyridin-4-yl)methanol

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Reaction Steps

At RT, 11.60 g of 3,5-difluoroisonicotinaldehyde (Example 113A, 81 mmol, 1 equivalent), dissolved in 100 ml of methanol, were added to 3.68 g of sodium borohydride (97.3 mmol, 1.2 equivalent) in 200 ml of methanol. After the evolution of gas had ceased (about 2 h), 200 ml of saturated aqueous sodium chloride solution were added and the mixture was extracted twice with in each case 200 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated. This gave 9.5 g (81% of theory) of the title compound.

Provenance & Evidence