Methyl iodide → Methyl imidazo(1,2-a)pyridine-6-carboxylate

Cesium carbonate (15.7 g, 48.2 mmol) and iodomethane (1.50 ml, 24.2 mmol) were added to a solution of imidazo[1,2-a]pyridine-6-carboxylic acid (2.61 g, 16.1 mmol) in DMF (100 ml). The reaction was stirred at ambient temperature overnight, then poured into brine (100 ml) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with saturated sodium bicarbonate solution (25 mL), and a 1N HCl solution (25 mL) then dried over MgSO4 and evaporated to give imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester as a yellow solid (1.1 g, 39%). 1H NMR (250 MHz, CDCl3): δ 8.96 (s, 1H), 7.8-7.6 (m, 4H), 3.98 (s, 3H). MS [EI+] 177 (M+H)+.

1. extractionextracted with ethyl acetate (3×100 mL)
2. washThe combined organics were washed with saturated sodium bicarbonate solution (25 mL)
3. dry with materiala 1N HCl solution (25 mL) then dried over MgSO4
4. customevaporated

ORD 기록

ord-a83c10edaebf41949a0e6ed0fef7acde

출처 데이터셋

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07348359B2