反应 #8466

反应方程式

product

2-(4′-chloropropoxy-2′-methylphenyl)-7-methylimidazo[1,2-a]pyridine

piperidine

→

title compound

2-(4′-piperidinopropoxy-2′-methylphenyl)-7-methylimidazo[1,2-a]pyridine

反应条件

后处理

1. 1
   其他partitioned between ethyl acetate (10 mL) and saturated sodium bicarbonate solution (10 mL)
2. 2
   萃取The aqueous portion was extracted with additional ethyl acetate (10 mL)
3. 3
   洗涤washed with brine
4. 4
   其他evaporated
5. 5
   其他The residue was purified via silica gel chromatography (dichloromethane/methanol)

实验过程

The product of Step C (200 mg) and piperidine (2.0 mL) were heated at 100° C. for 2.5 hours. The reaction was cooled to ambient temperature and partitioned between ethyl acetate (10 mL) and saturated sodium bicarbonate solution (10 mL). The aqueous portion was extracted with additional ethyl acetate (10 mL) and the organic portions combined, washed with brine, and evaporated. The residue was purified via silica gel chromatography (dichloromethane/methanol) to give the title compound (110 mg). 1H-NMR (CD3OD) δ 8.28 (d, J=7.0 Hz, 1H), 7.78 (s, 1H), 7.61 (d, J=8.0 Hz, 1H), 7.31 (s, 1H), 6.84 (s, 1H), 6.79 (m, 2H), 4.04 (t, J=6.0 Hz, 2H), 2.50 (m, 12H), 1.99 (m, 2H), 1.64 (m, 4H), 1.51 (m, 2H)

来源