3-(N-(4-氯-3-甲基异噁唑-5-基)磺酰基)-n-甲氧基-n-甲基噻吩-2-羧酰胺合成路线 （共 8 条）
反应条件
1: 3{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-2-thiophenecarboxylic acid With 1,1'-carbonyldiimidazole in tetrahydrofuran T=20°C; 0.5 h; 2: O,N-dimethyl-hydroxylamine hydrochloride With 1H-imidazole in tetrahydrofuran T=20°C; 5 h;
参考文献
Eisai RandD Management Co., Ltd.; Tanaka, Keigo; Nishioka, Tomoki
Patent: US2013/197045 A1, 2013 ;
Location in patent: Paragraph 0140; 0141; 0142 ;
反应条件
1H-imidazole in tetrahydrofuran 4 h; Ambient temperature;
参考文献
Wu, Chengde; Chan, Ming F.; Stavros, Fiona; Raju; Okun, Ilya; Mong, Seymour; Keller, Karin M.; Brock, Tommy; Kogan, Timothy P.; Dixon, Richard A. F.
Journal of Medicinal Chemistry, 1997 , vol. 40, # 11 p. 1690 - 1697
反应条件
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C 1.2: 5 h / 0 - 20 °C 2.1: water; sodium hydroxide / methanol / 5 h / 20 °C 3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 20 °C 3.2: 5 h / 20 °C View Scheme
参考文献
Eisai RandD Management Co., Ltd.; Tanaka, Keigo; Nishioka, Tomoki
Patent: US2013/197045 A1, 2013 ;
反应条件
in tetrahydrofuran
T=0 - 20°C; 3 h; Yield given;
参考文献
AUSPEX PHARMACEUTICALS, INC.
Patent: US2008/255036 A1, 2008 ;
Location in patent: Page/Page column 66 ;
US 20080255036 A1
反应条件
1: (3,4-methylenedioxy)-6-methylbenzyl chloride; N-(4-chloro-3-methyl-5-isoxazolyl)-2-(N-methyl-N'-methoxy)aminocarbonyl-3-thiophenesulfonamide With magnesium in tetrahydrofuran
T=20 - 45°C; 0.0333333 - 0.05 h;
2: (3,4-methylenedioxy)-6-methylbenzyl chloride in tetrahydrofuran
T=0 - 8°C; 1.58333 h;
3: N-(4-chloro-3-methyl-5-isoxazolyl)-2-(N-methyl-N'-methoxy)aminocarbonyl-3-thiophenesulfonamide With hydrogenchloride
more than 3 stages;
参考文献
Chen, Jinling; Koppenol, Sandy; Rajewski, Lian; Trammel, Andrew; Amsberry, Kent; Schoeneman, Aaron
Patent: US2008/76812 A1, 2008 ;
Location in patent: Page/Page column 10 ;
反应条件
1: (3,4-methylenedioxy)-6-methylbenzyl chloride With magnesium in tetrahydrofuran
T=8 - 45°C; 0.0333333 - 0.05 h;
2: [(3,4-methylendioxy)phenyl]methyl chloride in tetrahydrofuran
T=8°C; 1.5 h;
3: N-(4-chloro-3-methyl-5-isoxazolyl)-2-(N-methyl-N'-methoxy)aminocarbonyl-3-thiophenesulfonamide With hydrogenchloride
more than 3 stages;
参考文献
ENCYSIVE PHARMACEUTICALS, INC.
Patent: WO2007/106494 A2, 2007 ;
Location in patent: Page/Page column 39-40 ;
反应条件
in tetrahydrofuran
T=0°C; 0.0833333 h;
参考文献
ENCYSIVE PHARMACEUTICALS, INC.
Patent: WO2007/149568 A2, 2007 ;
Location in patent: Page/Page column 42 ;
反应条件
1: (3,4-methylenedioxy)-6-methylbenzyl chloride With magnesium in tetrahydrofuran
T=0 - 45°C; 1.61667 - 1.63333 h;
2: N-(4-chloro-3-methyl-5-isoxazolyl)-2-(N-methyl-N'-methoxy)aminocarbonyl-3-thiophenesulfonamide in tetrahydrofuran
T=0°C; 0.0833333 h;
3: With hydrogenchloride in tetrahydrofuran; water
0.0333333 - 0.0666667 h; Product distribution / selectivity;
参考文献
Given, Bruce D.; Dixon, Richard A.F.
Patent: US2008/85313 A1, 2008 ;
Location in patent: Page/Page column 15 ;
