N-甲氧基-N-甲基乙酰胺合成路线 (共 87 条)
反应条件
1: 3-(4-morpholinyl)-1-propyne With isopropylmagnesium chloride in tetrahydrofuran
1 h; Inert atmosphere;
2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran
2 h;
参考文献
GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar
Patent: WO2013/173441 A2, 2013 ;
Location in patent: Page/Page column 64 ;
反应条件
n-butyllithium in tetrahydrofuran
T=-78°C;
参考文献
Dirat, Olivier; Clipson, Alex; Elliott, Jason M.; Garrett, Sasha; Brian Jones; Reader, Michael; Shaw, Duncan
Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1729 - 1731
反应条件
lithium diisopropyl amide
1.) THF, -10 deg C, 1 h 2.) 5 h at 25 deg C; Yield given. Multistep reaction;
参考文献
Oster, Timothy A.; Harris, Thomas M.
Tetrahedron Letters, 1983 , vol. 24, # 18 p. 1851 - 1854
反应条件
hydrogenchloride; iodine; magnesium in tetrahydrofuran; Petroleum ether
参考文献
Doyle, Kevin James; Kerrigan, Frank; Watts, John Paul
Patent: US2003/166628 A1, 2003 ;
反应条件
1: 4-bromo-7-azaindole With n-butyllithium in tetrahydrofuran
T=-78°C; 0.916667 h;
2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran
T=-78 - 20°C; 3 h;
3: With ammonium chloride in tetrahydrofuran
T=-78°C;
参考文献
IRM LLC; THE SCRIPPS RESEARCH INSTITUTE
Patent: WO2006/124863 A2, 2006 ;
Location in patent: Page/Page column 24-26 ;
WO 2006/124863 A2
反应条件
1: 2-bromo-5-fluoropyridine With isopropylmagnesium chloride in tetrahydrofuran; toluene
T=25 - 30°C; 1 h;
2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran; toluene
T=5 - 10°C; 4 h; Product distribution / selectivity;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2008/117050 A1, 2008 ;
Location in patent: Page/Page column 76-77 ;
WO 2008/117050 A1
反应条件
1: 3-lt;(Triisopropylsilyl)oxygt;-1-propyne With tert.-butyl lithium in tetrahydrofuran; pentane
T=-40°C; 1 h;
2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran; pentane
T=20°C; 1 h; Further stages.;
参考文献
Bos, Mary Ellen; Loncaric, Catherine; Wu, Chunrui; Wulff, William D.
Synthesis, 2006 , # 21 p. 3679 - 3705
反应条件
1: dppm With n-butyllithium in tetrahydrofuran
T=-78°C; 1 h;
2: N,O-dimethylacetohydroxamic acid in tetrahydrofuran
T=-78°C; 0.5 h;
参考文献
SCHERING CORPORATION; WU, Wen-Lian; BURNETT, Duane A.; STAMFORD, Andrew W.; CUMMING, Jared N.; BENNETT, Chad Edward; GILBERT, Eric J.; PENG, Xuanjia; SCOTT, Jack D.; YU, Younong
Patent: WO2012/139425 A1, 2012 ;
Location in patent: Page/Page column 121 ;
WO 2012/139425 A1
反应条件
1: 5-bromo-3-methylpyridine With n-butyllithium in diethyl ether
T=-78°C; 0.5 h;
2: N,O-dimethylacetohydroxamic acid in diethyl ether
T=-78 - 20°C; Claisen Condensation;
参考文献
MERCK SHARP and DOHME CORP.; LI, Dansu; ROECKER, Anthony, J.
Patent: WO2013/62858 A1, 2013 ;
Location in patent: Page/Page column 38 ;
反应条件
1: trans-2-bromobutene With tert.-butyl lithium in diethyl ether; pentane
T=-78°C; 1.33333 h;
2: N,O-dimethylacetohydroxamic acid in diethyl ether; pentane
T=-78°C; 1 h;
参考文献
Lalonde, Mathieu P.; McGowan, Meredeth A.; Rajapaksa, Naomi S.; Jacobsen, Eric N.
Journal of the American Chemical Society, 2013 , vol. 135, # 5 p. 1891 - 1894