Discovery of a novel and potent series of dianilinopyrimidineurea and urea isostere inhibitors of VEGFR2 tyrosine kinase

…, EN Nartey, JA Stafford, R Kumar, M Cheung

Index: Sammond, Douglas M.; Nailor, Kristen E.; Veal, James M.; Nolte, Robert T.; Wang, Liping; Knick, Victoria B.; Rudolph, Sharon K.; Truesdale, Anne T.; Nartey, Eldridge N.; Stafford, Jeffrey A.; Kumar, Rakesh; Cheung, Mui Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 15 p. 3519 - 3523

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Citation Number: 22

Abstract

... Reagents and conditions: (a) 2, 4-dichloropyrimidine, NaHCO 3 , 1:3 THF/EtOH, 75 °C, 95%; (b) MeI, Cs 2 CO 3 , DMF, 84%; (c) 10a, HCl (cat.) , i-PrOH, 80 °C; (d) 6 N HCl, 90 °C, 4 h, 67% over steps (c and d); (e) PhNCO, DMF, 26%; phenylacetylchloride, DMF, 21%; phenylchloroformate, DMF, 69%; phenylthioisocyanate, 33%; α-toluenesolfonylchloride, DMF, 21%; 13, ammonium hydroxide (30% in water ... (b) P. Carmeliet ... 2; HJ Kaplan, MA Leibole, T. Tezel, ...