반응 #983357

반응 방정식

1-(4-amino-2-fluorophenyl)-2,3-dihydro-1H-pyridin-4-one

oxirane-2(R)-carboxylic acid ethyl ester

lithium triflate

→

title compound

수율 45.0%

3-[3-fluoro-4-(4-oxo-3,4-dihydro-2H-pyridin-1-yl)phenylamino]-2(R)-hydroxypropionic acid ethyl ester

수율 45.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   기타Volatiles are removed under vacuum
2. 2
   기타the crude material purified by silica gel flash chromatography (eluent: 5% acetone in CH2Cl2)

실험 절차

A solution of 1-(4-amino-2-fluorophenyl)-2,3-dihydro-1H-pyridin-4-one (Step 4, 0.412 g, 2.0 mmol) and oxirane-2(R)-carboxylic acid ethyl ester (0.394 g, 3.4 mmol) with lithium triflate (0.360 g, 3.0 mmol) in dry acetonitrile (5.0 mL) is heated at 50-60° C. for 24 h. Volatiles are removed under vacuum, and the crude material purified by silica gel flash chromatography (eluent: 5% acetone in CH2Cl2) to afford the title compound (290 mg, 45%) as a viscous yellow oil, MS (m/z): 323 [M +H]+.

출처