3-氨基-2-噻吩甲酸甲酯合成路线 （共 117 条）
反应条件
sodium hydroxide; sodium nitrite in tetrahydrofuran; methanol; water; hydrogen bromide
参考文献
Takeda Chemical Industries, Ltd.
Patent: US5840917 A1, 1998 ;
反应条件
1: 1.) conc. HBr, NaNO2, 2.) CuBr, HBr / 1.) water, 0 deg C, 1 h, 2.) water, 60 deg C 2: 100 percent / 1N NaOH / ethanol / 0.5 h / Heating View Scheme
参考文献
Iaroshenko, Viktor O.; Ali, Sajid; Babar, Tariq Mahmood; Abbasi, Muhammad S.A.; Sosnovskikh, Vyacheslav Ya; Villinger, Alexander; Tolmachev, Andrey; Langer, Peter
Tetrahedron, 2013 , vol. 69, # 15 p. 3167 - 3181
反应条件
1: AcOH / 2 h / Heating 2: NaOH / H2O; methanol / 3 h / Heating View Scheme
参考文献
Rault, Sylvain; Effi, Yamien; Sevricourt, Michel Cugnon de; Lancelot, Jean-Charles; Robba, Max
Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 17 - 21
反应条件
in acetic acid 1) 80 deg C, 30 min, 2) reflux, 1 h;
参考文献
Rault, Sylvain; Effi, Yamien; Sevricourt, Michel Cugnon de; Lancelot, Jean-Charles; Robba, Max
Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 17 - 21
反应条件
acetic acid 2 h; Heating;
参考文献
Rault, Sylvain; Lancelot, Jean-Charles; Prunier, Herve; Robba, Max; Renard, Pierre; Delagrange, Philippe; Pfeiffer, Bruno; Caignard, Daniel-Henri; Guardiola-Lemaitre, Beatrice; Hamon, Michel
Journal of Medicinal Chemistry, 1996 , vol. 39, # 10 p. 2068 - 2080
反应条件
1.1: acetic anhydride 1.2: 3 h / 20 °C 1.3: 20 h / 20 - 150 °C 2.1: bromine / acetic acid / 18 h / 120 °C 3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / |Reflux 4.1: ammonia / isopropyl alcohol / 7 h / 95 - 100 °C / |Sealed tube View Scheme
参考文献
HANMI PHARM. CO., LTD.; BANG, Keuk Chan; PARK, Chang Hee; CHOI, Jae Yul; KIM, Seo Hee; HAM, Young Jin
Patent: WO2014/3483 A1, 2014 ;
反应条件
phenyltrimethylammonium tribromide; calcium carbonate in methanol; dichloromethane T=20°C;
参考文献
CHIRON CORPORATION
Patent: WO2004/111058 A1, 2004 ;
Location in patent: Page/Page column 38 ;
反应条件
1: With hydrogenchloride; HPF6; sodium nitrite Balz-Schiemann reaction; 2: T=180 - 200°C;
参考文献
Kiryanov, Andre A.; Seed, Alexander J.; Sampson, Paul
Tetrahedron Letters, 2001 , vol. 42, # 50 p. 8797 - 8800
反应条件
1: 2 h / 200 °C / Neat (no solvent) 2: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 2 h / Reflux 3: hydrogen; sodium hydrogencarbonate / palladium 10 on activated carbon / ethyl acetate; ethanol / 5 h View Scheme
参考文献
GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun
Patent: WO2011/79231 A1, 2011 ;
反应条件
1: hydrogenchloride / water; acetic acid / 3 h / 70 °C 2: trichlorophosphate / 105 °C View Scheme
参考文献
AMBIT BIOSCIENCES CORPORATION; HADD, Michael, J.; HOLLADAY, Mark, W.; SETTI, Eduardo
Patent: WO2012/30894 A1, 2012 ;
WO 2012/030894 A1
