4-氟-1-[三(1-甲基乙基)硅酯]-1H-吡咯并[2,3-B]吡啶合成路线 （共 12 条）
反应条件
tetrabutyl ammonium fluoride
参考文献
Caldwell, John J.; Cheung, Kwai-Ming; Collins, Ian
Tetrahedron Letters, 2007 , vol. 48, # 9 p. 1527 - 1529
反应条件
1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 1.2: 1 h / -78 °C 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C 3.1: nitric acid / 0.5 h / 0 °C View Scheme
参考文献
VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne
Patent: WO2013/114113 A1, 2013 ;
反应条件
1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 1.2: 1 h / -78 °C 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C View Scheme
参考文献
VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne
Patent: WO2013/114113 A1, 2013 ;
反应条件
1: With tert.-butyl lithium in tetrahydrofuran; pentane
T=-78°C;
2: With N-fluoro-N-(phenylsulfonyl)benzene-sulfonamide in tetrahydrofuran; pentane
T=-78°C; 2 h;
参考文献
ARRAY BIOPHARMA INC.
Patent: WO2009/140320 A1, 2009 ;
Location in patent: Page/Page column 86-87 ;
WO 2009/140320 A1
反应条件
1: With n-butyllithium in diethyl ether
T=-78°C;
2: With N-fluoro-N-(phenylsulfonyl)benzene-sulfonamide in tetrahydrofuran
T=-78°C; Further stages.;
参考文献
Caldwell, John J.; Cheung, Kwai-Ming; Collins, Ian
Tetrahedron Letters, 2007 , vol. 48, # 9 p. 1527 - 1529
反应条件
1.1: 99 percent / sodium hydride / tetrahydrofuran / 3 h / 80 °C
2.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C
2.2: 84 percent / N-fluorobenzenesulfonimide / pentane; tetrahydrofuran / 0.75 h / -78 °C
View Scheme
参考文献
Thibault, Carl; L'Heureux, Alexandre; Bhide, Rajeev S.; Ruel, Rejean
Organic Letters, 2003 , vol. 5, # 26 p. 5023 - 5025
反应条件
1.1: 99 percent / sodium hydride / tetrahydrofuran / 3 h / 80 °C
2.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C
2.2: 84 percent / N-fluorobenzenesulfonimide / pentane; tetrahydrofuran / 0.75 h / -78 °C
View Scheme
参考文献
Thibault, Carl; L'Heureux, Alexandre; Bhide, Rajeev S.; Ruel, Rejean
Organic Letters, 2003 , vol. 5, # 26 p. 5023 - 5025
反应条件
1.1: 54 percent / tetramethylammonium bromide; methanesulfonic anhydride / dimethylformamide / 4 h / 0 - 23 °C
2.1: 99 percent / sodium hydride / tetrahydrofuran / 3 h / 80 °C
3.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C
3.2: 84 percent / N-fluorobenzenesulfonimide / pentane; tetrahydrofuran / 0.75 h / -78 °C
View Scheme
参考文献
Thibault, Carl; L'Heureux, Alexandre; Bhide, Rajeev S.; Ruel, Rejean
Organic Letters, 2003 , vol. 5, # 26 p. 5023 - 5025
反应条件
1.1: 99 percent / NaH / tetrahydrofuran / Heating
2.1: n-butyllithium / diethyl ether / -78 °C
2.2: 71 percent / N-fluorobenzenesulfonimide / tetrahydrofuran / -78 °C
View Scheme
参考文献
Caldwell, John J.; Cheung, Kwai-Ming; Collins, Ian
Tetrahedron Letters, 2007 , vol. 48, # 9 p. 1527 - 1529
反应条件
1.1: AcCl; NaI / acetonitrile / Heating
1.2: 52 percent / aq. NaOH / tetrahydrofuran / 40 °C
2.1: 99 percent / NaH / tetrahydrofuran / Heating
3.1: n-butyllithium / diethyl ether / -78 °C
3.2: 71 percent / N-fluorobenzenesulfonimide / tetrahydrofuran / -78 °C
View Scheme
参考文献
Caldwell, John J.; Cheung, Kwai-Ming; Collins, Ian
Tetrahedron Letters, 2007 , vol. 48, # 9 p. 1527 - 1529
