1,2,3,6-四氢-1-(苯基甲基)吡啶合成路线 （共 35 条）
反应条件
sodium tetrahydroborate in ethanol
参考文献
Rouchaud, Anne; Kem, William R.
Journal of Heterocyclic Chemistry, 2010 , vol. 47, # 3 p. 569 - 581
反应条件
methanesulfonyl chloride; triethylamine in toluene
T=0 - 20°C; 1.5 h;
参考文献
Cresswell, Alexander J.; Davies, Stephen G.; Lee, James A.; Morris, Melloney J.; Roberts, Paul M.; Thomson, James E.
Journal of Organic Chemistry, 2012 , vol. 77, # 17 p. 7262 - 7281
反应条件
1: With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexanes
T=-40 - 20°C; Shapiro Reaction; 0.5 - 3 h;
2: With methanol-d4 in hexanes
Conversion of starting material;
参考文献
JANSSEN PHARMACEUTICA N.V.
Patent: WO2008/79255 A1, 2008 ;
Location in patent: Page/Page column 15-16 ;
反应条件
trifluoroacetic acid in water
T=50°C; Cyclization; aminomethylation-desilylation; 72 h;
参考文献
Princet, Bruno; Anselme, Gilles; Pornet, Jacques
Journal of Organometallic Chemistry, 1999 , vol. 592, # 1 p. 34 - 40
反应条件
1: N'-(1-benzylpiperidin-4-ylidene)-4-methylbenzenesulfonohydrazide With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexane
T=-78 - 18°C; 1.75 h;
2: benzylchlorodimethylsilane in hexane
T=0 - 18°C; Further stages.;
参考文献
Morrill, Christie; Mani, Neelakandha S.
Organic Letters, 2007 , vol. 9, # 8 p. 1505 - 1508
反应条件
sodium tetrahydroborate
1.) 140 deg C, 1 h, 2.) EtOH, 6 h; Yield given. Multistep reaction;
参考文献
Takemura; Miki; Uono; Yoshimura; Kuroda; Suzuki
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 10 p. 3026 - 3036
反应条件
trifluoroacetic acid in acetonitrile
T=70°C;
参考文献
Castro; Overman; Zhang; Mariano
Tetrahedron Letters, 1993 , vol. 34, # 33 p. 5243 - 5246
反应条件
1: 85 percent / ethanol / 5 h / 75 °C
2: 91 percent / camphorsulfonic acid / H2O / 1 h / 100 °C
View Scheme
参考文献
Mccann,S.F.; Overman,L.E.
Journal of the American Chemical Society, 1987 , vol. 109, p. 6107
反应条件
in tetrahydrofuran; methanol
参考文献
Purdue Research Foundation; The Dow Chemical Company
Patent: US4895996 A1, 1990 ;
反应条件
potassium tert-butylate in N,N-dimethyl acetamide; toluene
T=20°C; 1.5 h;
参考文献
Gijsen, Harrie J.M.; De Cleyn, Michel J.A.; Love, Christopher J.; Surkyn, Michel; Van Brandt, Sven F.A.; Verdonck, Marc G.C.; Moens, Luc; Cuypers, Jef; Bosmans, Jean-Paul R.M.A.
Tetrahedron, 2008 , vol. 64, # 10 p. 2456 - 2464
