反应 #42579

反应方程式

3-Iodo-5-(methoxycarbonyl)benzoic acid

diisopropylethylamine

HATU

N-ethylpropylamine

→

title compound

Methyl 3-{[ethyl(propyl)amino]carbonyl}-5-iodobenzoate

溶剂

DMF

反应条件

后处理

1. 1
   其他The reaction is partitioned between ethyl acetate and water
2. 2
   洗涤The organic layer is washed with saturated sodium bicarbonate, and saturated sodium chloride
3. 3
   干燥dried (sodium sulfate)
4. 4
   过滤filtered
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他Purification by flash column chromatography (silica, 40% ethyl acetate/hexane)

实验过程

3-Iodo-5-(methoxycarbonyl)benzoic acid (1 g, 3.3 mmol) is dissolved in DMF (10 mL), and diisopropylethylamine (1.7 mL, 9.8 mmol), HATU (1.5 g, 3.9 mmol), and N-ethylpropylamine (572 μL, 4.9 mmol) are added. The reaction stirred at room temperature 16 h. The reaction is partitioned between ethyl acetate and water. The organic layer is washed with saturated sodium bicarbonate, and saturated sodium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 40% ethyl acetate/hexane) provides the title compound. ESI MS m/z 376.1 [M+H]+.

来源