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: 58 percent / trifluoroacetic acid / 3 h / Heating
2: 77 percent / ammonium acetate / 0.5 h / Heating
3: 84 percent / LiAlH4, AlCl3 / diethyl ether / 1.5 h / Ambient temperature
4: 91 percent / triethylamine / diethyl ether / 3 h / Ambient temperature
5: 55 percent / polyphosphate ester / 9.5 h / 110 - 120 °C
6: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
7: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
8: H2, conc. HCl / 5 percent Pd/C / methanol
9: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
10: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 77 percent / ammonium acetate / 0.5 h / Heating
2: 84 percent / LiAlH4, AlCl3 / diethyl ether / 1.5 h / Ambient temperature
3: 91 percent / triethylamine / diethyl ether / 3 h / Ambient temperature
4: 55 percent / polyphosphate ester / 9.5 h / 110 - 120 °C
5: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
6: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
7: H2, conc. HCl / 5 percent Pd/C / methanol
8: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
9: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 91 percent / triethylamine / diethyl ether / 3 h / Ambient temperature
2: 55 percent / polyphosphate ester / 9.5 h / 110 - 120 °C
3: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
4: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
5: H2, conc. HCl / 5 percent Pd/C / methanol
6: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
7: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
2: H2, conc. HCl / 5 percent Pd/C / methanol
3: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
4: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
2: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
3: H2, conc. HCl / 5 percent Pd/C / methanol
4: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
5: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 55 percent / polyphosphate ester / 9.5 h / 110 - 120 °C
2: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
3: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
4: H2, conc. HCl / 5 percent Pd/C / methanol
5: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
6: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1: 84 percent / LiAlH4, AlCl3 / diethyl ether / 1.5 h / Ambient temperature
2: 91 percent / triethylamine / diethyl ether / 3 h / Ambient temperature
3: 55 percent / polyphosphate ester / 9.5 h / 110 - 120 °C
4: 60 percent / decalin / 5 percent Pd/C / 3 h / 160 - 170 °C
5: 83 percent / Me2AlNH2 / benzene / 36 h / Heating
6: H2, conc. HCl / 5 percent Pd/C / methanol
7: 1,1-dichlorodimethyl ether / 0.5 h / 60 °C
8: 53 percent / 6 M HNO3; silver oxide / dioxane / 0.25 h / Ambient temperature
View Scheme
参考文献
Matsuo; Okumura; Tanaka
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 11 p. 4170 - 4174
反应条件
1.1: 99 percent / K2CO3 / dimethylformamide / 4 h / 60 °C
2.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
3.1: 53 percent / AcOH / 3 h / 110 °C
4.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
5.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
6.1: Mg; 1,2-dibromoethane / tetrahydrofuran
6.2: tetrahydrofuran / 2 h / 20 °C
6.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
7.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
8.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
9.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
10.1: 49 percent / various solvent(s) / 1 h / 180 °C
11.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
12.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
12.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
13.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
14.1: PPh3 / benzene / 12 h / 20 °C
14.2: 45 percent / benzene / 0.08 h / 20 °C
15.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
16.1: 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: 83 percent / BBr3 / CH2Cl2 / -78 - 20 °C
2.1: 99 percent / K2CO3 / dimethylformamide / 4 h / 60 °C
3.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
4.1: 53 percent / AcOH / 3 h / 110 °C
5.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
6.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
7.1: Mg; 1,2-dibromoethane / tetrahydrofuran
7.2: tetrahydrofuran / 2 h / 20 °C
7.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
8.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
9.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
10.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
11.1: 49 percent / various solvent(s) / 1 h / 180 °C
12.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
13.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
13.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
14.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
15.1: PPh3 / benzene / 12 h / 20 °C
15.2: 45 percent / benzene / 0.08 h / 20 °C
16.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
17.1: 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: 53 percent / AcOH / 3 h / 110 °C
2.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
3.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
4.1: Mg; 1,2-dibromoethane / tetrahydrofuran
4.2: tetrahydrofuran / 2 h / 20 °C
4.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
5.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
6.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
7.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
8.1: 49 percent / various solvent(s) / 1 h / 180 °C
9.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
10.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
10.2: 64 percent / cyclohexane; diethyl ether; dioxane / 0.5 h / 20 °C
11.1: 81 percent / NaN3 / H2O; dioxane / 1 h / 60 °C
12.1: PPh3 / benzene / 12 h / 20 °C
12.2: 45 percent / benzene / 0.08 h / 20 °C
13.1: 91 percent / H2 / Pd/C / ethanol / 2 h / 20 °C
14.1: 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
