Toluene → Isopropyl 5-chloro-6-isopropoxynicotinate

Participants

Reaction Steps

5-Chloro-6-hydroxy-3-pyridinecarboxylic acid (3.00 g, 17.28 mmol) was suspended in toluene (75 ml) and treated with silver carbonate (12.4 g, 24.8 mmol) and 2-iodopropane (6.9 ml, 69.12 mmol) and stirred at RT in the dark for 18 hours. The mixture was filtered and the filtrate evaporated to give the title compound with impurities (1.32 g). δH (d6-DMSO) 1.31 (6H, d), 1.35 (6H, d), 5.13 (1H, sept), 5.40 (1H, sept), 8.22 (1H, d), 8.65 (1H, d).

Provenance & Evidence