3,4-二甲氧基苯甲酸合成路线 (共 364 条)
反应条件
chloromethylation reaction;
参考文献
Leblois, Danielle; Piessard, Sylvie; Baut, Guillaume Le; Kumar, Piyush; Brion, Jean-Daniel; et al.
European Journal of Medicinal Chemistry, 1987 , vol. 22, p. 229 - 238
反应条件
1.1: 89 percent / methanesulfonyl chloride; Et3N / tetrahydrofuran / 0 °C
2.1: Et3N / 0.08 h / Heating
2.2: 74 percent / KOH / methanol / 0.33 h / sonication
3.1: 74 percent / K2CO3 / acetone / 5 h / Heating
View Scheme
参考文献
Daskiewicz, Jean-Baptiste; Depeint, Flore; Viornery, Lionel; Bayet, Christine; Comte-Sarrazin, Geraldine; Comte, Gilles; Gee, Jennifer M.; Johnson, Ian T.; Ndjoko, Karine; Hostettmann, Kurt; Barron, Denis
Journal of Medicinal Chemistry, 2005 , vol. 48, # 8 p. 2790 - 2804
反应条件
1: SOCl2
2: 2.) SOCl2 / 1.) CH2Cl2, r.t., 2.5 h, 2.) C6H6, r.t., overnight
View Scheme
参考文献
Nie, Jun-ying; Kirk, Kenneth L.
Journal of Fluorine Chemistry, 1995 , vol. 74, # 2 p. 297 - 302
反应条件
1: bromine; hydrogenchloride / water / 3 h / 20 - 30 °C
2: sodium carbonate; copper(II) sulfate; pyridine; water / 1 h / 80 - 100 °C
View Scheme
参考文献
Zeria Pharmaceutical Co., LTD; Nakao, Ryu
Patent: US2013/253222 A1, 2013 ;
反应条件
1: aqueous hydrobromic acid
2: hydrogen chloride
3: methanol. KOH-solution
View Scheme
参考文献
Lovecy; Robinson; Sugasawa
Journal of the Chemical Society, 1930 , p. 817,818
反应条件
1: hydrogenchloride / water / 6 h / 90 - 100 °C
2: potassium permanganate; sodium carbonate / water / 24 h / 20 °C
View Scheme
参考文献
CHIESI FARMACEUTICI S.P.A.; ARMANI, Elisabetta; AMARI, Gabriele; CAPALDI, Carmelida; CARZANIGA, Laura; LA PORTA, Elena; GUALA, Matilde
Patent: WO2013/57013 A2, 2013 ;
反应条件
1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 25 °C
2: potassium hydroxide; water / ethanol / 2 h / 70 °C
View Scheme
参考文献
ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying
Patent: WO2014/31784 A1, 2014 ;
反应条件
1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 25 °C
1.2: 8 h / 80 °C
2.1: trifluoroacetic acid; water / acetonitrile / 2 h / 80 °C / |Sealed tube
View Scheme
参考文献
Lee, Sang-Hak; Mu, Yu; Kim, Gun-Woo; Kim, Jin-Seok; Park, Seok-Hwi; Jin, Tian; Lee, Kee-Young; Ham, Won-Hun
Heterocycles, 2013 , vol. 87, # 8 p. 1749 - 1764
反应条件
2,4,6-trichloro-1,3,5-triazine
参考文献
Brahmbhatt
Journal of the Indian Chemical Society, 1989 , vol. 66, # 7 p. 481 - 482
反应条件
1: With trichlorophosphate
Reflux;
2: With sodium hydrogencarbonate
参考文献
Kumar, Rajnish; Kumar, Ashwani; Jain, Sandip; Kaushik, Darpan
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 9 p. 3543 - 3550