5-溴-1H-吲哚-7-羧酰胺合成路线 （共 8 条）
反应条件
ammonia; benzotriazol-1-ol; 1,2-dichloro-ethane in methanol; dichloromethane
参考文献
GLAXO GROUP LIMITED
Patent: WO2006/34317 A2, 2006 ;
Location in patent: Page/Page column 78 ;
WO 2006/034317 A2
反应条件
1.1: tetrahydrofuran / 20 °C
2.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran / -78 °C
2.2: -78 °C
3.1: N-bromosuccinmide / dichloromethane / 20 °C
4.1: trifluoroacetic acid / 20 °C
5.1: manganese(IV) oxide / tetrahydrofuran / 20 °C
6.1: methanol; lithium hydroxide hydrate / Heating
7.1: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
1: trifluoroacetic acid / 20 °C
2: manganese(IV) oxide / tetrahydrofuran / 20 °C
3: methanol; lithium hydroxide hydrate / Heating
4: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
1: manganese(IV) oxide / tetrahydrofuran / 20 °C
2: methanol; lithium hydroxide hydrate / Heating
3: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
1: methanol; lithium hydroxide hydrate / Heating
2: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
1.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran / -78 °C
1.2: -78 °C
2.1: N-bromosuccinmide / dichloromethane / 20 °C
3.1: trifluoroacetic acid / 20 °C
4.1: manganese(IV) oxide / tetrahydrofuran / 20 °C
5.1: methanol; lithium hydroxide hydrate / Heating
6.1: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
1: N-bromosuccinmide / dichloromethane / 20 °C
2: trifluoroacetic acid / 20 °C
3: manganese(IV) oxide / tetrahydrofuran / 20 °C
4: methanol; lithium hydroxide hydrate / Heating
5: HATU; ammonia; N-ethyl-N,N-diisopropylamine / 1,4-dioxane; dichloromethane / 20 °C
View Scheme
参考文献
Miller, David D.; Bamborough, Paul; Christopher, John A.; Baldwin, Ian R.; Champigny, Aurelie C.; Cutler, Geoffrey J.; Kerns, Jeffrey K.; Longstaff, Timothy; Mellor, Geoffrey W.; Morey, James V.; Morse, Mary A.; Nie, Hong; Rumsey, William L.; Taggart, John J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 8 p. 2255 - 2258
反应条件
potassium phosphate; 2'-(dimethylamino)-2-biphenylyl-palladium(ll) chloride dinorbornyl-phosphine complex in 1,4-dioxane; water
3 h; Heating / reflux; Product distribution / selectivity;
参考文献
GLAXO GROUP LIMITED
Patent: WO2006/34317 A2, 2006 ;
Location in patent: Page/Page column 75-76 ;
WO 2006/034317 A2
