Реакция #1447088

Уравнение реакции

dicyclohexylcarbodiimide

water

N-Boc-D-Homophenylalanine

3-aminoquinoline

→

title compound

Выход 178.0%

N-Boc-D-Homophenylalanine Quinoline-3-amide

Выход 178.0%

Растворители

acetic acid

triethylamine

acetonitrile

ethyl acetate

Условия реакции

Обработка

1. 1
   Фильтрацияfiltered
2. 2
   Промывкаthe filtrate washed with 1M hydrochloric acid (25 mL), saturated solution of sodium bicarbonate (25 mL) and water (25 mL)
3. 3
   СушкаThe organic layer was dried over anhydrous sodium sulfate
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated to dryness

Методика

A solution of N-Boc-D-Homophenylalanine (3.0 g, 10.7 mmol) in ethyl acetate (100 mL) was treated with 3-aminoquinoline (3.08 g, 21.4 mmol) followed by dicyclohexylcarbodiimide (2.31 g, 11.2 mmol). The reaction was stirred at 25° C. for 3 hr (HPLC monitoring RP-18, 250×4 mm, water:acetonitrile:triethylamine:acetic acid=500:500:0.6:1 (mL), UV detector, λ=254 nm), filtered and the filtrate washed with 1M hydrochloric acid (25 mL), saturated solution of sodium bicarbonate (25 mL) and water (25 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to dryness to afford title compound (4.3 g) as white solid.

Источник