반응 #633820

반응 방정식

(9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine)

methyl carbamate

3-(4-tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione

caesium carbonate

→

methyl (4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl]methyl}pyridin-2-yl)carbamate

수율 81.8%

용매

dioxane

반응 조건

후처리

1. 1
   여과filtered
2. 2
   농축concentrated under reduced pressure
3. 3
   기타The residue is purified by chromatography on a column of silica
4. 4
   세척eluting with a mixture of dichloromethane and ethyl acetate (80/20 by volume)

실험 절차

To a solution of 0.5 g of 3-(4-tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage a) of Example 7 in 15 mL of dioxane are successively added, under argon, 146 mg of methyl carbamate, 1.6 g of caesium carbonate, 75 mg of (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine) [xantphos] and 29 mg of palladium diacetate. The reaction mixture is heated at 110° C. for 1 hour, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica, eluting with a mixture of dichloromethane and ethyl acetate (80/20 by volume) to give 450 mg of methyl (4-{[3-(4-tert-butylphenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl]methyl}pyridin-2-yl)carbamate, the characteristics of which are as follows:

출처