2,6,7,8-四氢-1H-茚并[5,4-b]呋喃-8-乙胺合成路线 （共 12 条）
反应条件
ammonia; hydrogen; nickel T=40°C; P=3600.36 Torr;
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1: With ammonia; nickel in ethanol T=30 - 38°C; P=3677.86 Torr; 5 - 6 h; 2: With hydrogen; palladium 10 on activated carbon in ethanol T=35 - 38°C; P=3677.86 Torr; 2 - 3 h; Product distribution / selectivity;
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.
Patent: WO2008/150953 A1, 2008 ;
Location in patent: Page/Page column 33-34 ;
反应条件
1.1: 92 percent / TiCl4 / CH2Cl2 / 1 h 2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C 2.2: 88 percent / tetrahydrofuran / 1 h / 20 °C 3.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 4.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 5.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 6.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 7.1: SOCl2 / 75 °C 8.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 9.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 10.1: NaH / tetrahydrofuran / 20 °C 10.2: 60 percent / tetrahydrofuran / 20 °C 11.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C 1.2: 88 percent / tetrahydrofuran / 1 h / 20 °C 2.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 3.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 4.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 5.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 6.1: SOCl2 / 75 °C 7.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 8.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 9.1: NaH / tetrahydrofuran / 20 °C 9.2: 60 percent / tetrahydrofuran / 20 °C 10.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 2.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 3.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 4.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 5.1: SOCl2 / 75 °C 6.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 7.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 8.1: NaH / tetrahydrofuran / 20 °C 8.2: 60 percent / tetrahydrofuran / 20 °C 9.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: NaH / tetrahydrofuran / 20 °C 1.2: 60 percent / tetrahydrofuran / 20 °C 2.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 2.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 3.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 4.1: SOCl2 / 75 °C 5.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 6.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 7.1: NaH / tetrahydrofuran / 20 °C 7.2: 60 percent / tetrahydrofuran / 20 °C 8.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 2.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 3.1: SOCl2 / 75 °C 4.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 5.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 6.1: NaH / tetrahydrofuran / 20 °C 6.2: 60 percent / tetrahydrofuran / 20 °C 7.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 2.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 3.1: NaH / tetrahydrofuran / 20 °C 3.2: 60 percent / tetrahydrofuran / 20 °C 4.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 2.1: NaH / tetrahydrofuran / 20 °C 2.2: 60 percent / tetrahydrofuran / 20 °C 3.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
