反応 #42579

反応方程式

3-Iodo-5-(methoxycarbonyl)benzoic acid

diisopropylethylamine

HATU

N-ethylpropylamine

→

title compound

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

溶媒

DMF

反応条件

後処理

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

実験手順

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]+.

出典