1-(4-羟苯基)哌嗪二氰溴化物合成路线 (共 61 条)
反应条件
trichlorophosphate in N-methyl-acetamide; water; ethyl acetate
参考文献
Chidambaram, Ramakrishnan; Kant, Joydeep; Weaver, Raymond E.; Yu, Jurong; Ghosh, Arun
Patent: US2003/157671 A1, 2003 ;
US 20030157671 A1
反应条件
tin(IV) chloride in dichloromethane T=0°C; 1 h;
参考文献
Katoh, Takahiro; Akagi, Taichi; Noguchi, Chie; Kajimoto, Tetsuya; Node, Manabu; Tanaka, Reiko; Nishizawa (nee Iwamoto), Manabu; Ohtsu, Hironori; Suzuki, Noriyuki; Saito, Koichi
Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 7 p. 2736 - 2748
反应条件
trichlorophosphate T=80 - 90°C; 16 h; Under N2;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; KARO BIO AB
Patent: WO2004/67482 A2, 2004 ;
Location in patent: Page 50-51 ;
WO 2004/067482 A2
反应条件
aluminium trichloride in nitromethane time, solvent and temperature dependence of isomerization; Product distribution;
参考文献
Olah, George A.; Olah, Judith A.; Ohyama, Toshiyuki
Journal of the American Chemical Society, 1984 , vol. 106, # 18 p. 5284 - 5290
反应条件
(i), (ii) N2H4, KOH, diethylene glycol, (iii) Py*HCl; Multistep reaction;
参考文献
Demerseman,P. et al.
Bulletin de la Societe Chimique de France, 1960 , p. 1508 - 1510
反应条件
1: AlCl3 / CH2Cl2 / 6 h / Ambient temperature 2: 5 N NaOH / ethanol / 3 h / Ambient temperature 3: KOH, hydrazine monohydrate, diethylene glycol / 6 h / 140 °C 4: thionyl chloride / benzene / 0.67 h / Heating 5: AlCl3 / CS2 / 4 h / Heating View Scheme
参考文献
Chang, Hson Mou; Cheng, Kwok Ping; Choang, Tai Francis; Chow, Hak Fun; Chui, Kuk Ying; et al.
Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3537 - 3543
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; sodium hydride; N-methylaniline in diethyl ether; xylene T=120°C; 24 h;
参考文献
Loubinoux, B.; Coudert, G.; Guillaumet, G.
Synthesis, 1980 , # 8 p. 638 - 640
反应条件
1: 53 percent / AlCl3 / nitrobenzene / Ambient temperature 2: 53 percent / Zn, HgCl2, conc. HCl / H2O; toluene / 24 h / Heating 3: 81 percent / P2O5, H3PO4 / CH2Cl2 / 0.33 h / 70 - 80 °C 4: 69 percent / Zn / tetrahydrofuran / 2 h 5: 62 percent / Pd-black / 2 h / 280 - 300 °C 6: 1) Mg / 1) Et2O, 30 min 2) Et2O, 3h 7: P2O5, H3PO4 / 0.5 h / 60 - 70 °C 8: 86 percent / BBr3 / CH2Cl2 / 1 h / Ambient temperature 9: 40 percent / Potassium nitrosodisulfonate, potassium hydrogen phosphate / acetone; H2O View Scheme
参考文献
Chang, Hson Mou; Cheng, Kwok Ping; Choang, Tai Francis; Chow, Hak Fun; Chui, Kuk Ying; et al.
Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3537 - 3543
反应条件
hydrogenchloride; zinc(II) chloride in acetic acid
参考文献
Nippon Shinyaku Co., Ltd.
Patent: US4435397 A1, 1984 ;
US 4435397 A
参考文献
Chang; Chui; Tan; Yang; Zhong; Lee; Sham; Wong
Journal of Medicinal Chemistry, 1991 , vol. 34, # 5 p. 1675 - 1692