Реакция #811385

Уравнение реакции

N-Ethyldiisopropylamine

6-Bromo-2-naphthoic acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

1-hydroxy-1H-benzotriazole monohydrate

Cyclopropylamine

→

title compound

Выход 70.0%

6-bromo-N-cyclopropyl-2-naphthamide

Выход 70.0%

Растворители

ethyl acetate

dimethylformamide

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   workup.STIRRINGwith stirring at room temperature for 18 h
3. 3
   Промывкаthe mixture was washed successively with water and saturated brine
4. 4
   СушкаThe mixture was dried over anhydrous sodium sulfate
5. 5
   Концентрированиеthe solvent was concentrated
6. 6
   ФильтрацияThe precipitated crystals were collected by filtration
7. 7
   Другоеdried

Методика

6-Bromo-2-naphthoic acid (1.01 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.92 g) and 1-hydroxy-1H-benzotriazole monohydrate (0.735 g; HOBt) were dissolved in dimethylformamide (16 ml) under an argon atmosphere. N-Ethyldiisopropylamine (0.62 g) was added with stirring under ice-cooling. Cyclopropylamine (0.37 g) was added and the mixture was stood with stirring at room temperature for 18 h. The reaction mixture was poured into ethyl acetate (0.15 L) and the mixture was washed successively with water and saturated brine. The mixture was dried over anhydrous sodium sulfate and the solvent was concentrated. The precipitated crystals were collected by filtration and dried to give the title compound (0.817 g) as colorless needle crystals.

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