반응 #170118

반응 방정식

(2E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid hydrochloride

4-hydroxy-4-phenylpiperidine

DIPEA

EDAC

→

title compound

수율 41.0%

6-{(1E)-3-[4-Hydroxy-4-phenylpiperidin-1-yl]-3-oxoprop-1-en-1-yl}-3,4-dihydro-1,8-naphthyridin-2(1H)-one

수율 41.0%

용매

DMF

반응 조건

후처리

1. 1
   농축concentrated to dryness
2. 2
   기타The residue was purified on preparative TLC (eluent: dichloromethane/MeOH, 95/5)
3. 3
   기타to give a white solid
4. 4
   기타This solid was triturated in acetone
5. 5
   여과diethyl ether, filtered
6. 6
   세척washed with diethyl ether
7. 7
   기타dried

실험 절차

A 16 mL vial flask was successively charged with (2E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid hydrochloride (30 mg, 0.12 mmol), DMF (3 mL), 4-hydroxy-4-phenylpiperidine (25 mg, 0.14 mmol), DIPEA (48 μL, 0.28 mmol) and EDAC (27 mg, 0.14 mmol). The reaction mixture was stirred at room temperature overnight and concentrated to dryness. The residue was purified on preparative TLC (eluent: dichloromethane/MeOH, 95/5) to give a white solid. This solid was triturated in acetone and diethyl ether, filtered, washed with diethyl ether and then dried to give the title compound (18.5 mg, 41%) as a white solid.

출처