2′-羟基-5′-溴苯乙酮合成路线 （共 81 条）
反应条件
1: pyrrolidine / methanol / 25 °C 2: NaBH4 / methanol / 0 - 20 °C 3: H2SO4 / 20 °C 4: aq. HCl / Heating View Scheme
参考文献
Khelili; Nguyen; Lebrun; Delarge; Pirotte
Pharmacy and Pharmacology Communications, 1999 , vol. 5, # 3 p. 189 - 193
反应条件
sodium hydroxide in ethanol
参考文献
Du, Zhiyun; Ng, Huifen; Zhang, Kun; Zeng, Huaqiang; Wang, Jian
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 6930 - 6933
反应条件
bromine
1.) 100 deg C, 2 h; 2.) chloroform, 5 min, 0 deg C; Yield given. Multistep reaction;
参考文献
Davies, Stephen G.; Mobbs, Bryan E.; Goodwin, Christopher J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2597 - 2604
反应条件
1: (i) N2H4, (ii) KOH
2: aq. NaOH
3: (i)Mg, (ii) /BRN= 1900390/
4: aq. HBr, AcOH / Heating
5: H2SO4 / 1,2-dichloro-ethane / Heating
View Scheme
参考文献
Begue,J.-P.; Fetizon,M.
Bulletin de la Societe Chimique de France, 1969 , p. 781 - 787
反应条件
1: 5'-bromo-2'-hydroxyacetophenone With lithium hexamethyldisilazane in tetrahydrofuran
T=-78 - -20°C; 2.5 h;
2: 4-chloro-benzoyl chloride in tetrahydrofuran
T=-78 - 20°C; 3 h;
3: With sulfuric acid; acetic acid in tetrahydrofuran
T=120°C; 0.0833333 h;
参考文献
Fitzmaurice, Richard J.; Etheridge, Zac C.; Jumel, Emelie; Woolfson, Derek N.; Caddick, Stephen
Chemical Communications, 2006 , # 46 p. 4814 - 4816
反应条件
1: potassium hydroxide / ethanol; water / 20 °C
2: iodine / dimethyl sulfoxide / |Reflux
View Scheme
参考文献
Sawant; Gill; Nirwan
Indian Journal of Heterocyclic Chemistry, 2012 , vol. 21, # 4 p. 297 - 300
反应条件
sodium acetate; acetic anhydride
T=180°C; 8 h;
参考文献
Belluti, Federica; Perozzo, Remo; Lauciello, Leonardo; Colizzi, Francesco; Kostrewa, Dirk; Bisi, Alessandra; Gobbi, Silvia; Rampa, Angela; Bolognesi, Maria Laura; Recanatini, Maurizio; Brun, Reto; Scapozza, Leonardo; Cavalli, Andrea
Journal of Medicinal Chemistry, 2013 , vol. 56, # 19 p. 7516 - 7526
反应条件
1: ammonia / methanol / 2 h / 20 °C / Inert atmosphere
2: N-chloro-succinimide; potassium carbonate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Cystic Fibrosis Foundation Therapeutics, Inc.
Patent: US8334292 B1, 2012 ;
US 8334292 B1
反应条件
1: K2CO3 / acetone / 3 h / Heating
2: Br2; AlCl3 / diethyl ether / 1 h / 20 °C
View Scheme
参考文献
Cordera-Vargas, Alejandro; Quiclet-Sire, Beatrice; Zard, Samir Z.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 24 p. 4432 - 4443
反应条件
1.1: pyrrolidine / toluene / 18 h / Reflux
2.1: 72 h / 70 - 110 °C / Inert atmosphere; Sealed tube
2.2: 1 h / pH 5 / Cooling with ice
View Scheme
参考文献
ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam
Patent: WO2011/72064 A1, 2011 ;
WO 2011/072064 A1
