tert-butyl 3-(2-(4-aMino-1,2,5-oxadiazol-3-yl)-4-chloro-1-ethyl-1H-iMidazo[4,5-c]pyridin-7-yloxy)propylcarbaMate synthesis

Yield:1052112-24-9 77%

Reaction Conditions:

Stage #1: 2-(4-amino-1,2,5-oxadiazol-3-yl)-4-chloro-1-ethyl-1H-imidazo[4,5-c]pyridin-7-olwith caesium carbonate in N,N-dimethyl-formamide;Inert atmosphere;
Stage #2: 3-bromopropylamine tert-butylcarbamate in N,N-dimethyl-formamide at 33; for 15 h;Inert atmosphere;

References:

Heerding, Dirk A.;Rhodes, Nelson;Leber, Jack D.;Clark, Tammy J.;Keenan, Richard M.;Lafrance, Louis V.;Li, Mei;Safonov, Igor G.;Takata, Dennis T.;Venslavsky, Joseph W.;Yamashita, Dennis S.;Choudhry, Anthony E.;Copeland, Robert A.;Lai, Zhihong;Schaber, Michael D.;Tummino, Peter J.;Strum, Susan L.;Wood, Edgar R.;Duckett, Derek R.;Eberwein, Derek;Knick, Victoria B.;Lansing, Timothy J.;McConnell, Randy T.;Zhang, ShuYun;Minthorn, Elisabeth A.;Concha, Nestor O.;Warren, Gregory L.;Kumar, Rakesh [Journal of Medicinal Chemistry,2008,vol. 51,# 18,p. 5663 - 5679] Location in patent:experimental part