N-[(7-甲氧基-6-甲基-5,8-二氧代异喹啉-1-基)甲基]-2-氧代丙酰胺合成路线 (共 38 条)
反应条件
1.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
2.1: 53 percent / AcOH / 3 h / 110 °C
3.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
4.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
5.1: Mg; 1,2-dibromoethane / tetrahydrofuran
5.2: tetrahydrofuran / 2 h / 20 °C
5.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
6.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
7.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
8.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
9.1: 49 percent / various solvent(s) / 1 h / 180 °C
10.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
11.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
11.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
12.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
13.1: PPh3 / benzene / 12 h / 20 °C
13.2: 45 percent / benzene / 0.08 h / 20 °C
14.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
15.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
2.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
3.1: Mg; 1,2-dibromoethane / tetrahydrofuran
3.2: tetrahydrofuran / 2 h / 20 °C
3.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
4.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
5.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
6.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
7.1: 49 percent / various solvent(s) / 1 h / 180 °C
8.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
9.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
9.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
10.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
11.1: PPh3 / benzene / 12 h / 20 °C
11.2: 45 percent / benzene / 0.08 h / 20 °C
12.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
13.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: Mg; 1,2-dibromoethane / tetrahydrofuran
1.2: tetrahydrofuran / 2 h / 20 °C
1.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
2.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
3.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
4.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
5.1: 49 percent / various solvent(s) / 1 h / 180 °C
6.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
7.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
7.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
8.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
9.1: PPh3 / benzene / 12 h / 20 °C
9.2: 45 percent / benzene / 0.08 h / 20 °C
10.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
11.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
1.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
2.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
3.1: PPh3 / benzene / 12 h / 20 °C
3.2: 45 percent / benzene / 0.08 h / 20 °C
4.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
5.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
2.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
3.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
4.1: 49 percent / various solvent(s) / 1 h / 180 °C
5.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
6.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
6.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
7.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
8.1: PPh3 / benzene / 12 h / 20 °C
8.2: 45 percent / benzene / 0.08 h / 20 °C
9.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
10.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
2.1: Mg; 1,2-dibromoethane / tetrahydrofuran
2.2: tetrahydrofuran / 2 h / 20 °C
2.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
3.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
4.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
5.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
6.1: 49 percent / various solvent(s) / 1 h / 180 °C
7.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
8.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
8.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
9.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
10.1: PPh3 / benzene / 12 h / 20 °C
10.2: 45 percent / benzene / 0.08 h / 20 °C
11.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
12.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
2.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
2.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
3.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
4.1: PPh3 / benzene / 12 h / 20 °C
4.2: 45 percent / benzene / 0.08 h / 20 °C
5.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
6.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
2.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
3.1: 49 percent / various solvent(s) / 1 h / 180 °C
4.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
5.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
5.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
6.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
7.1: PPh3 / benzene / 12 h / 20 °C
7.2: 45 percent / benzene / 0.08 h / 20 °C
8.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
9.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
2.1: 49 percent / various solvent(s) / 1 h / 180 °C
3.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
4.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
4.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
5.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
6.1: PPh3 / benzene / 12 h / 20 °C
6.2: 45 percent / benzene / 0.08 h / 20 °C
7.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
8.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 49 percent / various solvent(s) / 1 h / 180 °C
2.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
3.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
3.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
4.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
5.1: PPh3 / benzene / 12 h / 20 °C
5.2: 45 percent / benzene / 0.08 h / 20 °C
6.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
7.1: 85 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952