반응 #1447088

반응 방정식

dicyclohexylcarbodiimide

water

N-Boc-D-Homophenylalanine

3-aminoquinoline

→

title compound

수율 178.0%

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

수율 178.0%

용매

acetic acid

triethylamine

acetonitrile

ethyl acetate

반응 조건

후처리

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

실험 절차

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.

출처