(S)-3-(2-二甲基氨基乙基)-5-(2-氧代-1,3-恶唑烷-4-基甲基)-1H-吲哚-2-羧酸乙酯合成路线 （共 13 条）
反应条件
1: sodium carbonate / water / |Reflux; |Industrial scale 2: hydrogenchloride / water / 15 - 18 °C / |Reflux; |Industrial scale 3: sodium hydroxide / water View Scheme
参考文献
Synthetic Communications, , vol. 43, # 24 p. 3294 - 3306
反应条件
1: With water; sodium carbonate 2 - 2.5 h; Heating / reflux; 2: With hydrogenchloride in water 4 h; Heating / reflux; 3: With sodium hydroxide in water T=15 - 20°C; pH=9.75 - 10; Product distribution / selectivity;
参考文献
Aminul, Islam; Chandan, Bhar; Sahadev, Katam
Patent: US2005/245585 A1, 2005 ;
Location in patent: Page/Page column 8-9 ;
反应条件
in ethanol
T=50°C; 20 h;
参考文献
LABORATORIOS VITA, S. A.
Patent: WO2004/14901 A1, 2004 ;
Location in patent: Page 16-17 ;
反应条件
1: With sodium cyanoborohydride; sodium carbonate; acetic acid in methanol; water
T=-5 - 20°C; Esweiler-Clark methylation; pH=7;
2: With sodium carbonate in methanol; water
T=0°C;
参考文献
Aminul, Islam; Chandan, Bhar; Sahadev, Katam
Patent: US2005/245585 A1, 2005 ;
Location in patent: Page/Page column 8-9 ;
反应条件
1: ethyl (S)-3-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-5-[(2-oxooxazolidin-4-yl)methyl]-1H-indole-2-carboxylate With methylamine in methanol
T=20 - 30°C; Ing-Manske reaction; 4.5 h;
2: methanol; formaldehyd With sodium cyanoborohydride; acetic acid in water
T=0 - 5°C; Esweiler-Clark methylation; pH=6.5 - 7;
3: With potassium carbonate in methanol; water
T=0 - 5°C;
参考文献
Aminul, Islam; Chandan, Bhar; Sahadev, Katam
Patent: US2005/245585 A1, 2005 ;
Location in patent: Page/Page column 11 ;
反应条件
1: 53 percent / conc. H2SO4, conc. HNO3 / 0.5 h / Ambient temperature
2: 76 percent / SOCl2 / 4 h / -10 - 40 °C
3: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating
4: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C
5: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature
6: conc. aq. HCl, NaNO2 / 0.5 h / 0 °C
7: 1.) aq. KOH, 3.) aq. HCl
8: polyphosphoric ester / CHCl3 / 8 h / Heating
View Scheme
参考文献
Moloney, Gerard P.; Robertson, Alan D.; Martin, Graeme R.; MacLennan, Steven; Mathews, Neil; Dodsworth, Susan; Sang, Pang Yih; Knight, Cameron; Glen, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2347 - 2362
反应条件
1: 76 percent / SOCl2 / 4 h / -10 - 40 °C
2: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating
3: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C
4: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature
5: conc. aq. HCl, NaNO2 / 0.5 h / 0 °C
6: 1.) aq. KOH, 3.) aq. HCl
7: polyphosphoric ester / CHCl3 / 8 h / Heating
View Scheme
参考文献
Moloney, Gerard P.; Robertson, Alan D.; Martin, Graeme R.; MacLennan, Steven; Mathews, Neil; Dodsworth, Susan; Sang, Pang Yih; Knight, Cameron; Glen, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2347 - 2362
反应条件
1: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C
2: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature
3: conc. aq. HCl, NaNO2 / 0.5 h / 0 °C
4: 1.) aq. KOH, 3.) aq. HCl
5: polyphosphoric ester / CHCl3 / 8 h / Heating
View Scheme
参考文献
Moloney, Gerard P.; Robertson, Alan D.; Martin, Graeme R.; MacLennan, Steven; Mathews, Neil; Dodsworth, Susan; Sang, Pang Yih; Knight, Cameron; Glen, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2347 - 2362
反应条件
1: 65 percent / NaBH4 / ethanol; H2O / 4 h / Heating
2: 75 percent / 0.2M aq. KOH / toluene / 2 h / 0 - 20 °C
3: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature
4: conc. aq. HCl, NaNO2 / 0.5 h / 0 °C
5: 1.) aq. KOH, 3.) aq. HCl
6: polyphosphoric ester / CHCl3 / 8 h / Heating
View Scheme
参考文献
Moloney, Gerard P.; Robertson, Alan D.; Martin, Graeme R.; MacLennan, Steven; Mathews, Neil; Dodsworth, Susan; Sang, Pang Yih; Knight, Cameron; Glen, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2347 - 2362
反应条件
1: 79 percent / H2, aq. HCl / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature
2: conc. aq. HCl, NaNO2 / 0.5 h / 0 °C
3: 1.) aq. KOH, 3.) aq. HCl
4: polyphosphoric ester / CHCl3 / 8 h / Heating
View Scheme
参考文献
Moloney, Gerard P.; Robertson, Alan D.; Martin, Graeme R.; MacLennan, Steven; Mathews, Neil; Dodsworth, Susan; Sang, Pang Yih; Knight, Cameron; Glen, Robert
Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2347 - 2362
