4-氨基-2-三氟甲基苯甲腈合成路线 （共 41 条）
反应条件
1: 2-methyl-2-propenoic acid With thionyl chloride; 2,6-di-tert-butyl-4-methyl-phenol in isobutyramide T=-4 - 0.3°C; 1.33333 h; 2: 4-amino-2-(trifluoromethyl)benzonitrile in isobutyramide T=-5.3 - 0°C; 2.08333 h; Product distribution / selectivity;
参考文献
Sumitomo Chemical Company, Limited
Patent: EP2204362 A1, 2010 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1.1: 81 percent / SOCl2 / N,N-dimethyl-acetamide / 0.17 h / 20 °C 2.1: BuLi / tetrahydrofuran / 1 h 2.2: 90 percent / tetrahydrofuran / 0.33 h View Scheme
参考文献
Tucker; Crook; Chesterson
Journal of Medicinal Chemistry, 1988 , vol. 31, # 5 p. 954 - 959
反应条件
1: 88 percent / aq. H2O2; HCOOH / 2 h / 40 °C View Scheme
参考文献
Shi, Qian; Wada, Koji; Ohkoshi, Emika; Lin, Li; Huang, Rong; Morris-Natschke, Susan L.; Goto, Masuo; Lee, Kuo-Hsiung
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 13 p. 4020 - 4031
反应条件
1: n-heptane; water / 16.5 h / 5 - 46.4 °C / Industry scale; Inert atmosphere 2: dimethyl sulfoxide; isopropanol acetate / 17.5 h / 83 - 84 °C View Scheme
参考文献
MEDIVATION PROSTATE THERAPEUTICS, INC.; JAIN, Rajendra, Parasmal; ANGELAUD, Remy; THOMPSON, Andrew; LAMBERSON, Carol; GREENFIELD, Scott
Patent: WO2011/106570 A1, 2011 ;
反应条件
1: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic Acid With thionyl chloride in isobutyramide T=-10°C; Inert atmosphere; 2: 4-amino-2-(trifluoromethyl)benzonitrile in isobutyramide T=20°C;
参考文献
CONSIGLIO NAZIONALE DELLE RICERCHE; ISTITUTO SCIENTIFICO ROMAGNOLO PER LO STUDIO E LA CURA DEI TUMORI (I.R.S.T.) S.R.L.; VARCHI, Greta; TESEI, Anna; GUERRINI, Andrea; BRIGLIADORI, Giovanni
Patent: WO2010/116342 A2, 2010 ;
Location in patent: Page/Page column 42-43 ;
反应条件
triethylamine in tetrahydrofuran T=20°C;
参考文献
GTX, INC.
Patent: WO2009/155481 A1, 2009 ;
Location in patent: Page/Page column 96-97; 122 ;
反应条件
thionyl chloride; triethylamine in tetrahydrofuran; water
参考文献
Dalton, James T.; Eswaraka, Jeetendra
Patent: US2011/172302 A1, 2011 ;
反应条件
thionyl chloride; triethylamine in tetrahydrofuran; water
参考文献
Dalton, James T.; Eswaraka, Jeetendra
Patent: US2011/172302 A1, 2011 ;
反应条件
1: 3-bromomethyl-3-methyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,4-dione With hydrogenchloride Hydrolysis; Heating; 2: With thionyl chloride; dimethylammonium 2,4-dichlorophenoxyacetate T=-10 - -5°C; Chlorination; 3: 4-amino-2-(trifluoromethyl)benzonitrile With dimethylammonium 2,4-dichlorophenoxyacetate Acylation; Further stages. Title compound not separated from byproducts.;
参考文献
Kirkovsky, Leonid; Mukherjee, Arnab; Yin, Donghua; Dalton, James T.; Miller, Duane D.
Journal of Medicinal Chemistry, 2000 , vol. 43, # 4 p. 581 - 590
反应条件
N-iodo-succinimide in tetrahydrofuran; methanol
参考文献
Lanter, James C.; Fiordeliso, James J.; Jiang, Weiqin; Allan, George F.; Lai, Muh-Tsann; Linton, Olivia; Hahn, Do Won; Lundeen, Scott G.; Sui, Zhihua
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 1 p. 123 - 126
