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Aprepitant Impurity 9 synthesis

6synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1: 76 percent / tetrahydrofuran; H2O / 21 h / Heating
2: acetonitrile / 5 - 34 °C
3: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C
4: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr
5: potassium carbonate / toluene; dimethylsulfoxide / 2 h / 15 °C

References:

Brands, Karel M. J.;Payack, Joseph F.;Rosen, Jonathan D.;Nelson, Todd D.;Candelario, Alexander;Huffman, Mark A.;Zhao, Matthew M.;Li, Jing;Craig, Bridgette;Song, Zhiguo J.;Tschaen, David M.;Hansen, Karl;Devine, Paul N.;Pye, Philip J.;Rossen, Kai;Dormer, Peter G.;Reamer, Robert A.;Welch, Christopher J.;Mathre, David J.;Tsou, Nancy N.;McNamara, James M.;Reider, Paul J. [Journal of the American Chemical Society,2003,vol. 125,# 8,p. 2129 - 2135]

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