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842144-07-4

4-(7-bromo-4-chloro-1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine synthesis

6synthesis methods
-

Yield:842144-07-4 51.7%

Reaction Conditions:

Stage #1: (7-bromo-4-chloro-1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)hydroxyiminoacetonitrilewith hydroxylamine;triethylamine in tetrahydrofuran;water at 90; for 1.5 h;
Stage #2: with triethylamine in 1,4-dioxane at 150; for 1.5 h;

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