3-(4,4-二甲基-4,5-二氢-1,3-氧唑-2-基)吡啶合成路线 (共 33 条)
反应条件
1: 2.) S / 1.) THF, ether, a) -78 deg C, 1 h, b) RT, 1 h, 2.) toluene, reflux, 2 h 2: 72 percent / conc. aq. HCl / 18 h / Heating View Scheme
参考文献
Moos; Bergmeier; Coughenour; Davis; Hershenson; Kester; McKee; Marriott; Schwarz; Tecle; Thomas
Journal of Pharmaceutical Sciences, 1992 , vol. 81, # 10 p. 1015 - 1019
反应条件
1: 99 percent / tetrahydrofuran / 1 h / -78 °C 2: 90 percent / O2 / diethyl ether / 0.25 h View Scheme
参考文献
Hauck, Albert E.; Giam, Choo-Seng
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2070 - 2076
反应条件
water; oxygen 1.) ether, room temperature, 1 h, 2.) 0 deg C; Yield given. Multistep reaction;
参考文献
Moos; Bergmeier; Coughenour; Davis; Hershenson; Kester; McKee; Marriott; Schwarz; Tecle; Thomas
Journal of Pharmaceutical Sciences, 1992 , vol. 81, # 10 p. 1015 - 1019
反应条件
1: 2.) S / 1.) THF, ether, a) -78 deg C, 1 h, b) RT, 1 h, 2.) toluene, reflux, 2 h 2: 72 percent / conc. aq. HCl / 18 h / Heating 3: SOCl2 / 2 h / Heating View Scheme
参考文献
Moos; Bergmeier; Coughenour; Davis; Hershenson; Kester; McKee; Marriott; Schwarz; Tecle; Thomas
Journal of Pharmaceutical Sciences, 1992 , vol. 81, # 10 p. 1015 - 1019
反应条件
1: 82 percent / tetrahydrofuran / 0.17 h / -78 °C
2: 81 percent / sulfur / toluene / 3.5 h / Heating
3: 96 percent / conc. HCl / 16 h / Heating
4: SOCl2 / dimethylformamide / 16 h / Heating
5: N,N-diisopropylethylamine / CH2Cl2 / 0 - 20 °C
View Scheme
参考文献
Augelli-Szafran, Corinne E.; Blankley, C. John; Jaen, Juan C.; Moreland, David W.; Nelson, Carrie B.; Penvose-Yi, Jan R.; Schwarz, Roy D.; Thomas, Anthony J.
Journal of Medicinal Chemistry, 1999 , vol. 42, # 3 p. 356 - 363
反应条件
2: 27 percent / methionine, methanesulfonic acid / 90 h / 85 °C
View Scheme
参考文献
Rosenberg, Saul H.; Rapoport, Henry
Journal of Organic Chemistry, 1984 , vol. 49, p. 56 - 62
参考文献
Rosenberg, Saul H.; Rapoport, Henry
Journal of Organic Chemistry, 1984 , vol. 49, p. 56 - 62
反应条件
2: 57 percent / 48percent HBr / 48 h / 85 °C
View Scheme
参考文献
Rosenberg, Saul H.; Rapoport, Henry
Journal of Organic Chemistry, 1984 , vol. 49, p. 56 - 62
反应条件
in tetrahydrofuran
1.) -78 deg C, 1 h, 2.) 0 deg C, 1 h;
参考文献
Meyers, A. I.; Gabel, Richard A.
Journal of Organic Chemistry, 1982 , vol. 47, # 13 p. 2633 - 2637
反应条件
in diethyl ether
T=25°C; 0.5 h;
参考文献
Dubey, Sushil K.; Knaus, Edward E.
Heterocycles, 1986 , vol. 24, # 1 p. 125 - 134