2-甲酰基-5-(甲氧基甲基)噻吩合成路线 （共 17 条）
反应条件
1: 2-bromo-5-(methoxymethyl)thiophene With n-butyllithium in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane T=-78°C; 0.0333333 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane T=20°C;
参考文献
RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; PROVID PHARMACEUTICALS INC.; EBRIGHT, Richard H.; EBRIGHT, Yon W.; SHEN, Juan; BACCI, James; HIEBEL, Anne-Cecile; SOLVIBILE, William; SELF, Christopher; OLSON, Gary
Patent: WO2013/192352 A1, 2013 ;
Location in patent: Page/Page column 92; 93 ;
反应条件
1: 2-methoxymethyl-thiophene With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran; n-heptane T=-75 - -70°C; 1.5 h; Inert atmosphere; 2: N,N-dimethyl-formamide in tetrahydrofuran; n-heptane T=20°C;
参考文献
ACTELION PHARMACEUTICALS LTD; BUR, Daniel; CORMINBOEUF, Olivier; CREN, Sylvaine; GRISOSTOMI, Corinna; LEROY, Xavier; RICHARD-BILDSTEIN, Sylvia
Patent: WO2012/77049 A1, 2012 ;
Location in patent: Page/Page column 30 ;
WO 2012/077049 A1
反应条件
hydrogenchloride in water 27 h; Heating;
参考文献
Yuasa, Hideya; Tamura, Jun-ichi; Hashimoto, Hironobu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 10 p. 2763 - 2769
反应条件
hydrogenchloride in water 12 h; Heating;
参考文献
Yuasa, Hideya; Tamura, Jun-ichi; Hashimoto, Hironobu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 10 p. 2763 - 2769
反应条件
1: 36 percent / methanesulphonyl chloride, triethylamine, barium carbonate / CH2Cl2 / 1.) 0 deg C, 3 h; 2.) 20 deg C, 20 h 2: 44 percent / barium carbonate / methanol / 4 h / Heating 3: 76 percent / 80percent acetic acid / 3 h / 85 °C View Scheme
参考文献
Al-Masoudi, Najim A. L.; Hughes, Neil A.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2061 - 2068
反应条件
hydrogenchloride in water 34 h; Heating;
参考文献
Yuasa, Hideya; Tamura, Jun-ichi; Hashimoto, Hironobu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 10 p. 2763 - 2769
反应条件
1: 44 percent / barium carbonate / methanol / 4 h / Heating 2: 76 percent / 80percent acetic acid / 3 h / 85 °C View Scheme
参考文献
Al-Masoudi, Najim A. L.; Hughes, Neil A.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 2061 - 2068
反应条件
2: 66 percent / 0.05M NaOMe / methanol / 9 h / Ambient temperature 3: 1.) thiourea, 2.) KOAc / 1.) MeOH, RT, 5d, 2.) AcOH, 140 deg C, 19h 4: 24 percent / 2.8percent HCl / H2O / 27 h / Heating View Scheme
参考文献
Yuasa, Hideya; Tamura, Jun-ichi; Hashimoto, Hironobu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 10 p. 2763 - 2769
反应条件
1: 1.) thiourea, 2.) KOAc / 1.) MeOH, RT, 5d, 2.) AcOH, 140 deg C, 19h 2: 24 percent / 2.8percent HCl / H2O / 27 h / Heating View Scheme
参考文献
Yuasa, Hideya; Tamura, Jun-ichi; Hashimoto, Hironobu
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 10 p. 2763 - 2769
反应条件
1.1: silver(l) oxide / dichloromethane / 40 °C / Inert atmosphere; Darkness 2.1: N,N,N',N,-tetramethylethylenediamine; n-butyllithium / n-heptane; tetrahydrofuran / 1.5 h / -75 - -70 °C / Inert atmosphere 2.2: 20 °C View Scheme
参考文献
ACTELION PHARMACEUTICALS LTD; BUR, Daniel; CORMINBOEUF, Olivier; CREN, Sylvaine; GRISOSTOMI, Corinna; LEROY, Xavier; RICHARD-BILDSTEIN, Sylvia
Patent: WO2012/77049 A1, 2012 ;
WO 2012/077049 A1
