2-(三甲基硅烷基)乙氧甲基氯合成路线 （共 60 条）
反应条件
sodium hydride in tetrahydrofuran T=20°C;
参考文献
Gerard, Anne-Laure; Bouillon, Alexandre; Mahatsekake, Clement; Collot, Valerie; Rault, Sylvain
Tetrahedron Letters, 2006 , vol. 47, # 27 p. 4665 - 4669
反应条件
1: 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole With sodium hydride in N,N-dimethyl-formamide T=0 - 20°C; 0.5 h; 2: trimethylsilyl ethoxymethyl chloride in N,N-dimethyl-formamide T=0 - 20°C;
参考文献
ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BURGESS, Laurence, E.; GRONEBERG, Robert, D.; HARVEY, Darren, M.; HUANG, Lily; KERCHER, Timothy; KRASER, Christopher, F.; LAIRD, Ellen; TARLTON, Eugene; ZHAO, Qian
Patent: WO2011/130146 A1, 2011 ;
Location in patent: Page/Page column 161-162 ;
WO 2011/130146 A1
反应条件
1: 2-1H-imidazolcarbaldehyde With sodium hydride in N,N-dimethyl-formamide T=20°C; 1.5 h; 2: trimethylsilyl ethoxymethyl chloride in N,N-dimethyl-formamide 2.5 h;
参考文献
Bhaumik, Jayeeta; Yao, Zhen; Borbas, K. Eszter; Taniguchi, Masahiko; Lindsey, Jonathan S.
Journal of Organic Chemistry, 2006 , vol. 71, # 23 p. 8807 - 8817
参考文献
Allerton, Charlotte Moira Norfor; Blagg, Julian; Bunnage, Mark Edward; Steele, John
Patent: US2002/147229 A1, 2002 ;
反应条件
sodium hydride in tetrahydrofuran; mineral oil 3 h; Cooling with ice water;
参考文献
VERNALIS (R and D) LTD.
Patent: WO2008/25947 A1, 2008 ;
Location in patent: Page/Page column 38 ;
反应条件
1: 1H-imidazole-5-carbaldehyde With sodium hydride in N,N-dimethyl-formamide; mineral oil T=20°C; 0.5 h; 2: trimethylsilyl ethoxymethyl chloride in N,N-dimethyl-formamide; mineral oil T=20°C;
参考文献
PHARMASCIENCE, INC.; LAURENT, Alain; ROSE, Yannick; JAQUITH, James B.
Patent: WO2013/177668 A1, 2013 ;
Location in patent: Page/Page column 67 ;
反应条件
1: 1H-imidazole-4-carbaldehyde With sodium hydride in N,N-dimethyl-formamide T=20°C; 2.5 h; 2: trimethylsilyl ethoxymethyl chloride in N,N-dimethyl-formamide 4 h; Title compound not separated from byproducts;
参考文献
Bhaumik, Jayeeta; Yao, Zhen; Borbas, K. Eszter; Taniguchi, Masahiko; Lindsey, Jonathan S.
Journal of Organic Chemistry, 2006 , vol. 71, # 23 p. 8807 - 8817
反应条件
sodium hydride 1.) DMF, RT, 1 h, 2.) DMF, RT, 19 h; Yield given. Multistep reaction;
参考文献
Keenan, R.M.; Weinstock, J.; Finkelstein, J.A.; Franz, R.G.; Gaitanopoulos, D.E.; et al.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 21 p. 3858 - 3872
反应条件
1: 1.) NaH / 1) THF, 0 deg C --> rt, 30 min; 2) THF, 0 deg C --> rt, 4 h 2: 1.) n-BuLi / 1) THF, hexane, -78 deg C, 15 min; 2) THF, hexane, -78 deg C --> rt, 1 h View Scheme
参考文献
Dubowchik, Gene M.; Padilla, Linda; Edinger, Kurt; Firestone, Raymond A.
Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4676 - 4684
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C 1.2: 12 h / 20 °C 2.1: hydrogen / palladium 10 on activated carbon / methanol / 12 h / 25 °C View Scheme
参考文献
ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep
Patent: WO2012/48222 A1, 2012 ;
WO 2012/048222 A1
