2-正丙基-4-甲基-6-羧基苯并咪唑合成路线 （共 25 条）
反应条件
1: 92.1 percent / aq. hydrazine / Raney Ni / methanol / 20 °C 2: 79.6 percent / triethylamine / CH2Cl2 / 1 h / 20 °C 3: 75.6 percent / nitric acid / 1.5 h / -20 - -15 °C 4: 92 percent / aq. hydrazine / Raney Ni / methanol / 20 °C 5: 90 percent / acetic acid / 2 h / Heating 6: 82.3 percent / NaOH; water / methanol / 2 h / Heating View Scheme
参考文献
Journal of Heterocyclic Chemistry, , vol. 40, # 6 p. 1107 - 1112
反应条件
acetic acid T=60 - 65°C; Product distribution / selectivity;
参考文献
WO2006/44754 A2, ;
Page/Page column 29 ;
反应条件
1: 4-methyl-2-n-propyl-1H-benzimidazole-6-carboxylic acid With sodium hydroxide in water; N,N-dimethyl-formamide T=0 - 5°C; 0.5 h; 2: methyl 4'-(bromomethyl)biphenyl-2-carboxylate in water; N,N-dimethyl-formamide 0.5 h;
参考文献
WO2012/28925 A2, ;
Page/Page column 20 ;
反应条件
1: 5.86 g / polyphosphoric acid / 20 h / 150 °C 2: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
1: With PPA T=70 - 135°C; 13.5 h; 2: With ammonia in water T=30 - 90°C; pH=8.0 - 8.5; 1 h;
参考文献
MATRIX LABORATORIES LIMITED
Patent: WO2007/10558 A1, 2007 ;
Location in patent: Page/Page column 5; 10-11 ;
反应条件
1: With methanesulfonic acid; phosphorous pentoxide T=75 - 145°C; 2: With sodium hydroxide in water pH=< 3; Product distribution / selectivity;
参考文献
Boehringer Ingelheim International GmbH
Patent: US2011/190508 A1, 2011 ;
Location in patent: Page/Page column 2 ;
反应条件
1: With phosphorous pentoxide; phosphoric acid T=70 - 130°C; 2: With ammonia in water; ethyl acetate pH=9 - 10; 3 h; Cooling with ice; Product distribution / selectivity;
参考文献
OGENE SYSTEMS (I) PVT LTD; LAKKOJU, Chakrapani; KONETI, Naga Raju; KOKKALLA, Sridhar; MALLELA, Sambhu Prasad Sarma; BOYAPATI, Nanoranjan Choudary
Patent: WO2012/28925 A2, 2012 ;
Location in patent: Page/Page column 19 ;
反应条件
polyphosphoric acid T=150 - 155°C;
参考文献
Reddy, Kikkuru Srirami; Srinivasan, Neti; Reddy, Chinta Raveendra; Kolla, Naveenkumar; Anjaneyulu, Yerremilli; Venkatraman, Sundaram; Bhattacharya, Apurba; Mathad, Vijayavitthal T.
Organic Process Research and Development, 2007 , vol. 11, # 1 p. 81 - 85
反应条件
1: 5.86 g / polyphosphoric acid / 20 h / 150 °C 2: 1.) t-BuOK / 1.) DMSO, RT, 30 min, 2.) DMSO, 14 h 3: CF3COOH / CH2Cl2 / 24 h / Ambient temperature View Scheme
参考文献
Ries; Mihm; Narr; Hasselbach; Wittneben; Entzeroth; Van Meel; Wienen; Hauel
Journal of Medicinal Chemistry, 1993 , vol. 36, # 25 p. 4040 - 4051
反应条件
hydrogenchloride in water 12 h; Heating / reflux; Product distribution / selectivity;
参考文献
KRKA, TOVARNA ZDRAVIL, D.D., NOVO MESTO
Patent: WO2009/4064 A1, 2009 ;
Location in patent: Page/Page column 13; 40 ;
