4-氯-1-苯磺酰基-1H-吡咯并[2,3-b]吡啶合成路线 （共 10 条）
反应条件
sodium t-butanolate in 1,4-dioxane T=80°C; 3 h; Inert atmosphere;
参考文献
Chaulet, Charlotte; Croix, Cecile; Basset, Joan; Pujol, Maria-Dolores; Viaud-Massuard, Marie-Claude
Synlett, 2010 , # 10 p. 1481 - 1484
反应条件
1: With lithium diisopropyl amide in tetrahydrofuran T=-78°C; 0.5 h; 2: With iodine in tetrahydrofuran T=-78°C; 4 h;
参考文献
Dong, Han-Qing; Foreman, Kenneth; Li, An-Hu; Mulvihill, Mark Joseph; Panicker, Bijoy; Steinig, Arno G.; Stolz, Kathryn M.; Weng, Qinghua; Jin, Meizhong; Volk, Brian; Wang, Jing; Wang, Ti; Beard, James D.
Patent: US2007/129364 A1, 2007 ;
Location in patent: Page/Page column 80-81 ;
US 20070129364 A1
反应条件
1: With N,N,N',N,-tetramethylethylenediamine; lithium diisopropyl amide in tetrahydrofuran T=-70°C; 2: With iodine in tetrahydrofuran T=-70°C;
参考文献
Layek, Mohosin; Gajare, Vikas; Kalita, Dipak; Islam, Aminul; Mukkanti; Pal, Manojit
Tetrahedron, 2009 , vol. 65, # 25 p. 4814 - 4819
反应条件
1.1: LDA / tetrahydrofuran / 0.67 h / -30 °C 1.2: 85 percent / tetrahydrofuran / 16 h / 20 °C 2.1: 81 percent / NBS / CCl4 / 12 h / 20 °C 3.1: 57 percent / K2CO3; H2O / methanol / 3 h / Heating 4.1: 77 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C 5.1: 65 percent / NBS; benzoyl peroxide / CCl4 / Heating View Scheme
参考文献
Mendiola, Javier; Baeza, Alejandro; Alvarez-Builla, Julio; Vaquero, Juan J.
Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 4974 - 4983
反应条件
NMe4NO3; trifluoroacetic anhydride in dichloromethane T=-5 - 20°C; 20.5 h;
参考文献
ADVINUS THERAPEUTICS LIMITED; BARAWKAR, Dinesh; BENDE, Tanushree; ZAHLER, Robert; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro Singh; DOSHI, Jignesh; WAMAN, Yogesh; JADHAV, Rushikesh; SINGH, Umesh Prasad
Patent: WO2012/127506 A1, 2012 ;
Location in patent: Page/Page column 60 ;
WO 2012/127506 A1
反应条件
sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride in dichloromethane
T=0 - 20°C;
参考文献
Mendiola, Javier; Baeza, Alejandro; Alvarez-Builla, Julio; Vaquero, Juan J.
Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 4974 - 4983
反应条件
1: With sodium hydride in tetrahydrofuran
T=0°C; 0.25 h;
2: With benzenesulfonyl chloride in tetrahydrofuran
4 h;
参考文献
Dong, Han-Qing; Foreman, Kenneth; Li, An-Hu; Mulvihill, Mark Joseph; Panicker, Bijoy; Steinig, Arno G.; Stolz, Kathryn M.; Weng, Qinghua; Jin, Meizhong; Volk, Brian; Wang, Jing; Wang, Ti; Beard, James D.
Patent: US2007/129364 A1, 2007 ;
Location in patent: Page/Page column 81 ;
US 20070129364 A1
反应条件
1.1: LDA / tetrahydrofuran / 0.67 h / -30 °C
1.2: 85 percent / tetrahydrofuran / 16 h / 20 °C
2.1: 81 percent / NBS / CCl4 / 12 h / 20 °C
3.1: 57 percent / K2CO3; H2O / methanol / 3 h / Heating
4.1: 77 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C
View Scheme
参考文献
Mendiola, Javier; Baeza, Alejandro; Alvarez-Builla, Julio; Vaquero, Juan J.
Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 4974 - 4983
反应条件
1: 4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine With lithium diisopropyl amide in tetrahydrofuran
T=-30°C; 0.666667 h;
2: methyl iodide in tetrahydrofuran
T=20°C; 16 h;
参考文献
Mendiola, Javier; Baeza, Alejandro; Alvarez-Builla, Julio; Vaquero, Juan J.
Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 4974 - 4983
反应条件
1.1: LDA / tetrahydrofuran / 0.67 h / -30 °C
1.2: 85 percent / tetrahydrofuran / 16 h / 20 °C
2.1: 81 percent / NBS / CCl4 / 12 h / 20 °C
3.1: 57 percent / K2CO3; H2O / methanol / 3 h / Heating
View Scheme
参考文献
Mendiola, Javier; Baeza, Alejandro; Alvarez-Builla, Julio; Vaquero, Juan J.
Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 4974 - 4983
