반응 #1933450

반응 방정식

3-(4-sec-butyl-phenyl)-7-fluoro-2-[4-(2-hydroxy-ethoxy)-3,5-dimethyl-phenyl]-2,3-dihydro-1H-quinazolin-4-one

DDQ

→

title compound ( Q )

3-(4-sec-butylphenyl)-7-fluoro-2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)quinazolin-4(3H)-one

용매

THF

반응 조건

후처리

1. 1
   기타The solvent was evaporated in vacuo
2. 2
   기타the crude material was purified by column chromatography (silica gel; 230-400 mesh; 0.5% methanol/CH2Cl2 as eluent)

실험 절차

To a solution of 3-(4-sec-butyl-phenyl)-7-fluoro-2-[4-(2-hydroxy-ethoxy)-3,5-dimethyl-phenyl]-2,3-dihydro-1H-quinazolin-4-one (0.11 g, 0.24 mmol) in anhydrous THF (30 mL) was added DDQ (0.09 g, 0.4 mmol) and the reaction mixture was stirred for 72 hours at room temperature. The solvent was evaporated in vacuo and the crude material was purified by column chromatography (silica gel; 230-400 mesh; 0.5% methanol/CH2Cl2 as eluent) to give the title compound (Q) as white solid. Yield: 0.06 g (50%). MP 53.9-54.4° C. 1H-NMR (400 MHz, CDCl3): δ 8.38 (dd, 1H), 7.43 (dd, 1H), 7.22-7.05 (m, 5H), 6.99 (s, 2H), 3.90 (m, 2H), 3.78 (m, 2H), 2.59 (m, 1H), 2.16 (s, 6H), 2.05 (t, 1H), 1.59 (m, 2H), 1.20 (d, 3H), 0.71 (t, 3H).

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