3-氟-4-甲基乙酰苯胺合成路线 (共 25 条)
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C 3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C 4: 93 percent / aq. KOH; H2O2 / 2 h / 130 °C 5: 97 percent / tetrahydrofuran / 6 h / 20 °C 6: 90 percent / DMAP / 3 h / 80 °C 7: 90 percent / pyridine / dimethylformamide / 2 h / 20 °C 8: 0.230 g / methanol; tetrahydrofuran / 26 h / 20 °C 9: 76 percent / 48percent aq. HBr / 7 h / 120 °C 10: 98 percent / DMAP; Et3N / CH2Cl2 / 0.5 h / 20 °C 11: 51 percent / NBS; dibenzoyl peroxide / CCl4 / 3.83 h / 85 °C / Irradiation 12: 73 percent / 2,6-lutidine / dimethylformamide / 5.5 h / 120 °C 13: 80 percent / aq. NaOH / tetrahydrofuran / 1 h / 20 °C 14: 94 percent / Et3N / CH2Cl2 / 0.92 h 15: 77 percent / CH2Cl2 / 2.5 h / 20 °C 16: 0.142 g / TFA / CH2Cl2 / 0.92 h / 20 °C 17: PyBOP; diisopropylethylamine / dimethylformamide / 3 h View Scheme
参考文献
Bavetsias; Skelton; Yafai; Mitchell; Wilson; Allan; Jackman
Journal of Medicinal Chemistry, 2002 , vol. 45, # 17 p. 3692 - 3702
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C 3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C 4: 93 percent / aq. KOH; H2O2 / 2 h / 130 °C 5: 97 percent / tetrahydrofuran / 6 h / 20 °C 6: 90 percent / DMAP / 3 h / 80 °C 7: 90 percent / pyridine / dimethylformamide / 2 h / 20 °C 8: 0.230 g / methanol; tetrahydrofuran / 26 h / 20 °C 9: 76 percent / 48percent aq. HBr / 7 h / 120 °C 10: 98 percent / DMAP; Et3N / CH2Cl2 / 0.5 h / 20 °C 11: 51 percent / NBS; dibenzoyl peroxide / CCl4 / 3.83 h / 85 °C / Irradiation 12: 73 percent / 2,6-lutidine / dimethylformamide / 5.5 h / 120 °C View Scheme
参考文献
Bavetsias; Skelton; Yafai; Mitchell; Wilson; Allan; Jackman
Journal of Medicinal Chemistry, 2002 , vol. 45, # 17 p. 3692 - 3702
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C 3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C 4: 93 percent / aq. KOH; H2O2 / 2 h / 130 °C 5: 97 percent / tetrahydrofuran / 6 h / 20 °C 6: 90 percent / DMAP / 3 h / 80 °C 7: 90 percent / pyridine / dimethylformamide / 2 h / 20 °C 8: 0.230 g / methanol; tetrahydrofuran / 26 h / 20 °C 9: 76 percent / 48percent aq. HBr / 7 h / 120 °C 10: 98 percent / DMAP; Et3N / CH2Cl2 / 0.5 h / 20 °C View Scheme
参考文献
Bavetsias; Skelton; Yafai; Mitchell; Wilson; Allan; Jackman
Journal of Medicinal Chemistry, 2002 , vol. 45, # 17 p. 3692 - 3702
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C 3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C View Scheme
参考文献
Bavetsias; Skelton; Yafai; Mitchell; Wilson; Allan; Jackman
Journal of Medicinal Chemistry, 2002 , vol. 45, # 17 p. 3692 - 3702
反应条件
sulfuric acid; potassium nitrate T=5°C;
参考文献
NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans
Patent: WO2011/23812 A1, 2011 ;
Location in patent: Page/Page column 164 ;
WO 2011/023812 A1
参考文献
Davies
Journal of the Chemical Society, 1921 , vol. 119, p. 868
Journal of the Chemical Society, 1922 , vol. 121, p. 809
反应条件
nitric acid und folgende Verseifung;
参考文献
Guengoer, Timur; Fouquet, Andre; Teulon, Jean-Marie; Provost, Daniel; Cazes, Michele; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 23 p. 4455 - 4463
反应条件
und Verseifung des Reaktionsproduktes mit siedender waessrig-alkoholischer Kalilauge;
参考文献
Claus; Boecher
Justus Liebigs Annalen der Chemie, 1891 , vol. 265, p. 354,355
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C View Scheme
参考文献
Takeda
Journal of Organic Chemistry, 1957 , vol. 22, p. 1096
反应条件
1: 48 percent / glacial AcOH; Br2 / 1.5 h / 15 °C 2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C 3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C 4: 93 percent / aq. KOH; H2O2 / 2 h / 130 °C View Scheme
参考文献
Bavetsias; Skelton; Yafai; Mitchell; Wilson; Allan; Jackman
Journal of Medicinal Chemistry, 2002 , vol. 45, # 17 p. 3692 - 3702