sodium hydrogencarbonate in N,N-dimethyl-formamide
T=60 - 65°C; 15 h; Large scale;
参考文献
Kallman, Neil J.; Liu, Chin; Yates, Matthew H.; Linder, Ryan J.; Ruble, J. Craig; Kogut, Eugene F.; Patterson, Lawrence E.; Laird, Dana L. T.; Hansen, Marvin M.
Organic Process Research and Development, 2014 , vol. 18, # 4 p. 501 - 510
1: 99 percent / N,N-diisopropylethylamine / acetonitrile / 1.) RT, 2.) reflux, 24 h
2: H2 / W-2 Raney nickel / H2O; tetrahydrofuran / 2 h / 2068.6 Torr
3: NaHCO3 / H2O; tetrahydrofuran / 0.5 h
4: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min
5: 99 percent / Et3N / CH2Cl2 / 2 h / Ambient temperature
6: 96 percent / NaN3 / dimethylformamide / 5 h / 65 °C
7: tetrahydrofuran / 2 h
8: H2O / 10 h / 40 °C
9: pyridine / CH2Cl2 / Ambient temperature
View Scheme
参考文献
Barbachyn, Michael R.; Hutchinson, Douglas K.; Brickner, Steven J.; Cynamon, Michael H.; Kilburn, James O.; et al.
J. Med. Chem., 1996 , vol. 39, # 3 p. 680 - 685
