Sodium Hydroxide → N-cyclopropyl-4-(hydroxymethyl)pyridine-2-carboxamide

Participants

Reaction Steps

5.45 g (23.27 mmol) of ethyl 2-(cyclopropylcarbamoyl)pyridine-4-carboxylate (Example 51A) and 1.55 g (13.96 mmol) of calcium chloride were dissolved in 56.6 ml of isopropanol and 5.7 ml of methanol. At RT, a solution of 4.6 ml of water, 0.1 g (1.16 mmol) of 45% strength sodium hydroxide solution and 1.06 g (27.92 mmol) of sodium borohydride were slowly added dropwise, and the reaction mixture was stirred at RT overnight. 10 ml of acetone were added, and the reaction mixture was stirred at RT for 2 h. The precipitate was filtered off and washed with isopropanol, and the filtrate was evaporated.

Provenance & Evidence