تفاعل #42575

معادلة التفاعل

3-Iodo-5-(methoxycarbonyl)benzoic acid

diisopropylethylamine

HATU

N-methylbutylamine

→

title compound

Methyl 3-{[butyl(methyl)amino]carbonyl}-5-iodobenzoate

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction is partitioned between ethyl acetate and water
2. 2
   غسيلThe organic layer is washed with saturated sodium bicarbonate, and saturated sodium chloride
3. 3
   تجفيفdried (sodium sulfate)
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىPurification by flash column chromatography (silica, 40% ethyl acetate/hexane)

الإجراء التجريبي

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-methylbutylamine (581 μL, 4.9 mmol) are added. The reaction stirred at room temperature 2 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]+.

المصدر