反应详情

3-Methoxybenzoyl chloride (2.81 cc) is added at 5° C. to ethyl 3-(2-aminobenzoyl)propionate (2.21 g) and triethylamine (4.2 cc) in chloroform (25 cc). The mixture is left for 1 hour at room temperature (approximately 20° C.), water (25 cc) is added and the mixture decanted. The organic phase is evaporated under reduced pressure and the residue taken up with ammonium acetate (17 g). The mixture is brought to 100° C. for 7 hours and the acetic acid formed is then evaporated off under reduced pressure. The residue is poured into water (100 cc) and the aqueous phase extracted with ethyl acetate (3×50 cc). The aqueous phase is dried over magnesium sulphate, filtered and evaporated to dryness under reduced pressure. The residual product is chromatographed in silica gel with a cyclohexane/ethyl acetate (1:1 by volume) mixture as eluant. After recrystallization in ethanol, ethyl 2-(3-methoxyphenyl)-4-quinazolinepropionate (1.5 g), m.p. 70° C., is obtained.

1. additionis added
2. customthe mixture decanted
3. customThe organic phase is evaporated under reduced pressure
4. customthe acetic acid formed
5. customis then evaporated off under reduced pressure
6. additionThe residue is poured into water (100 cc)
7. extractionthe aqueous phase extracted with ethyl acetate (3×50 cc)
8. dry with materialThe aqueous phase is dried over magnesium sulphate
9. filtrationfiltered
10. customevaporated to dryness under reduced pressure
11. customThe residual product is chromatographed in silica gel with a cyclohexane/ethyl acetate (1:1 by volume) mixture as eluant
12. customAfter recrystallization in ethanol