N,N-双(2-氯乙基)氨基甲酸叔丁酯合成路线 (共 37 条)
反应条件
lithium hexamethyldisilazane 1.) THF, 4 deg C, 45 min, 2.) THf, from 4 deg C, 2h to RT, 18 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Efange; Khare; Foulon; Akella; Parsons
Journal of Medicinal Chemistry, 1994 , vol. 37, # 16 p. 2574 - 2582
反应条件
lithium hexamethyldisilazane in tetrahydrofuran T=0°C;
参考文献
Chen, Xiaoqi; Mihalic, Jeff; Fan, Pingchen; Liang, Lingming; Lindstrom, Michelle; Wong, Sylvia; Ye, Qiuping; Fu, Ying; Jaen, Juan; Chen, Jin-Long; Dai, Kang; Li, Leping
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 363 - 366
参考文献
Merck Sharp and Dohme Limited
Patent: US5219860 A1, 1993 ;
US 5219860 A
反应条件
ammonium chloride; hydrazine hydrate
参考文献
Roussel Uclaf
Patent: US4839358 A1, 1989 ;
US 4839358 A
反应条件
1: 6-bromo-1,3-dihydro-2H-indol-2-one With lithium hexamethyldisilazane in tetrahydrofuran
T=0°C; 0.25 h;
2: N-(2,2'-bischloro)diethyl-N-(1,1-dimethylethoxy)carbonyl amine in tetrahydrofuran
T=0 - 20°C;
3: With hydrogenchloride in tetrahydrofuran; water
参考文献
Laboratorios Almirall, S.A.
Patent: EP2108641 A1, 2009 ;
Location in patent: Page/Page column 34 ;
反应条件
sodium hydride in N,N-dimethyl-formamide
T=60°C; Alkylation; 24 h;
参考文献
Kuduk, Scott D.; Chang, Ronald K.; Di Marco, Christina N.; Pitts, Daniel R.; Greshock, Thomas J.; Ma, Lei; Wittmann, Marion; Seager, Matthew A.; Koeplinger, Kenneth A.; Thompson, Charles D.; Hartman, George D.; Bilodeau, Mark T.; Ray, William J.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 13 p. 4773 - 4780
反应条件
caesium carbonate in dimethyl sulfoxide
T=20°C; 92 h;
参考文献
ASTRAZENECA AB
Patent: WO2004/56771 A1, 2004 ;
Location in patent: Page 19 ;
WO 2004/056771 A1
反应条件
1: 2-(4-bromophenyl)ethanenitrile With sodium hydride in dimethyl sulfoxide
T=0°C; 1 h;
2: N-(2,2'-bischloro)diethyl-N-(1,1-dimethylethoxy)carbonyl amine in dimethyl sulfoxide
T=0 - 20°C; 3 h;
参考文献
Burnett, Duane A.; Wu, Wen-Lian; Sasikumar, Thavalakulamgara K.; Greenlee, William J.; Caplen, Mary Ann; Guo, Tao; Hunter, Rachael Catherine
Patent: US2005/54628 A1, 2005 ;
Location in patent: Page/Page column 30 ;
US 20050054628 A1
参考文献
ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB
Patent: WO2006/136830 A1, 2006 ;
Location in patent: Page/Page column 182-183 ;
WO 2006/136830 A1
反应条件
1: 2-(3-Bromophenyl)acetonitrile With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in tetrahydrofuran; water
0.166667 h; Heating / reflux;
2: N-(2,2'-bischloro)diethyl-N-(1,1-dimethylethoxy)carbonyl amine in tetrahydrofuran; water
T=20°C; 4 h; Heating / reflux;
参考文献
Bissantz, Caterina; Grundschober, Christophe; Ratni, Hasane; Rogers-Evans, Mark; Schnider, Patrick
Patent: US2007/27173 A1, 2007 ;
Location in patent: Page/Page column 115-116 ;
US 20070027173 A1