(E)-(1,6,7,8-四氢-2H-茚并[5,4-b]呋喃-8-亚基)乙腈合成路线 (共 15 条)
反应条件
sodium methylate in methanol; water; toluene
参考文献
USV LIMITED; SATHE, Dhananjay, Govind; BHISE, Nandu, Baban; GATNE, Parag, Sukumar; PATNEKAR, Subodh, Shashikant; DEORE, Raviraj, Bhatu; MAHAJAN, Anil, Dinkar
Patent: WO2010/41271 A2, 2010 ;
Location in patent: Page/Page column 24 ;30 ;
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 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
in methanol; water; toluene
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 View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: SOCl2 / 75 °C 2.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 3.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 4.1: NaH / tetrahydrofuran / 20 °C 4.2: 60 percent / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239