5-氯-2-羟基苯甲酸甲酯合成路线 （共 50 条）
反应条件
in methanol
T=20°C; 36 h;
参考文献
Kim, Jihye; Kang, Sookjin; Hong, Sungchae; Yum, Soowhan; Kim, Young Mi; Jung, Yunjin
European Journal of Medicinal Chemistry, 2012 , vol. 48, p. 36 - 44
反应条件
1.1: potassium carbonate / acetone / Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
3.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C
4.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C
5.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
5.2: 0.08 h / 20 °C
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
potassium carbonate in acetone
24 h; Heating / reflux;
参考文献
Venkatesan, Aranapakam Mudumbai; Santos, Osvaldo Dos; Gu, Yansong
Patent: US2005/4162 A1, 2005 ;
Location in patent: Page/Page column 14 ;
US 20050004162 A1
反应条件
water
1.) dichloromethane, 4-6 deg C, 20 min; 2.) 5-10 deg C, 36 h; Yield given. Multistep reaction;
参考文献
Kamal; Rao; Diwan; Sattur
European Journal of Medicinal Chemistry, 1988 , vol. 23, # 5 p. 487 - 489
反应条件
10percent aq. NaOH in toluene
参考文献
Li, Yan; Ding, Yan-Jun; Wang, Jian-Yong; Su, Yi-Ming; Wang, Xi-Sheng
Organic Letters, 2013 , vol. 15, # 11 p. 2574 - 2577
反应条件
sulfuric acid; nitric acid
T=0 - 5°C; 1 h;
参考文献
Kawakita; Kuroita; Yasumoto; Sano; Inaba; Fukuda; Tahara
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 3 p. 624 - 630
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 90 °C
2: lithium hydroxide hydrate / tetrahydrofuran / 48 h
View Scheme
参考文献
ARROW THERAPEUTICS LIMITED; BARNES, Michael, Christopher, Stratton; DENNISON, Helena, Jade; FLACK, Stephen, Sean; LUMLEY, James, Andrew; PANG, Pui, Shan; SPENCER, Keith, Charles
Patent: WO2011/27156 A1, 2011 ;
WO 2011/027156 A1
反应条件
1: potassium carbonate / acetone / Reflux
2: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
N-bromosuccinmide in N,N-dimethyl-formamide
T=20°C; 20 h; Product distribution / selectivity;
参考文献
GLAXO GROUP LIMITED
Patent: WO2008/98978 A2, 2008 ;
Location in patent: Page/Page column 37 ;
WO 2008/098978 A2
反应条件
1: potassium carbonate / acetone / Reflux
2: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
3: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
