Short Synthesis of 1-(3-tert-Butyl-1-phenyl-1H-pyrazol-5-yl)-3-(5-(2-morpholinoethoxy)-2H-chromen-8-yl) Urea Derivatives

REFERENCES

• Swaminathan , R. N. ; James , B. D. P38 MAP kinase inhibitors: Evolution of imidazole-based and pyrido-pyrimidin-2-one lead classes . Curr. Topics Med. Chem. 2005 , 5 , 987 – 1003 .
   PubMedGoogle Scholar
• Zhou , X. The design, synthesis, and evaluation of inhibitors of TNFα. Ph.D. dissertation, Shengyang Pharmaceutical University, China, 2007 .
   Google Scholar
• Li , S. ; Zhou , X. Urea compounds, their preparation, and their use as medicinal agents. PCT/CN2008/000760, 2008 .
   Google Scholar
• Zhou , X. ; Zheng , Z. ; Liu , H. ; Zhong , W. ; Xiao , J. ; Wang , L. ; Li , S. Synthesis of 1-aryl-3-(3,4-dihydro-2H-chromen-5-yl) ureas as TNF—A inhibitors . Chin. Chem. Lett. 2007 , 18 , 905 – 908 .
   Web of Science ®Google Scholar
• (a) Usha , R. ; Kalpattu , K. B. Claisen rearrangement of meta-substituted aryl propargyl ethers in poly(ethylene glycol) . Heterocycles 1984 , 22 ( 6 ), 1351 – 1357 ; (b) Box , V. G. S. ; Burke , B. A. ; McCaw , C. A regiospecific synthesis of 5-hydroxy-2H, 1-benzopyan . Heterocycles , 1979 , 12 ( 4 ), 451 – 452 ; (c) Ishii , H. ; Ishikawa , T. ; Takeda , S. ; Uekis , S. ; Suzuki , M. Cesium fluoride–mediated Claisen rearrangement of aryl propargyl ether: Exclusive formation of 2-methylarylfuran and its availability as a masked salicylaldehyde . Chem. Pharm. Bull. 1992 , 40 ( 5 ), 1148 – 1153 ; (d) Kakigami , T. ; Baba , K. ; Usui , T. A facile synthesis of methyl 5-amino-6-chloro-2H-1-benzopyran-8-carboxylate derivatives . Heterocycles 1998 , 48 ( 12 ), 2611 – 2620 .
   Google Scholar
• Regan , J. ; Capslino , A. ; Cirillo , P. F. ; Gilmore , T. ; Graham , A. G. ; et al. . Structure–activity relationships of the p38α MAP kinase inhibitor 1-(5-tert-butyl-2-p-tolyl-2H-pyrazol-3-yl)-3-[4-(2-morpholin-4-yl-ethoxy) naphthalen-1-y] urea (BIRB 796) . J. Med. Chem. 2003 , 46 ( 22 ), 4676 – 4686 .
   PubMed Web of Science ®Google Scholar
• (a) Norwich , J. S. ; Powell , N. A. ; Ngugen , T. M. ; Noronha , G. An improved method for the synthesis of enantiomerically pure amino acid ester isocyanates . J. Org.Chem. 1992 , 57 , 7364 – 7366 ; (b) Pavel , M. ; Ramnarayan , S. R. A safe and efficient method for preparation of N,N-unsymmetrically disubstituted ureas utilizing triphosgene . J. Org. Chem. 1994 , 59 , 1937 – 1938 .
   Google Scholar
• Zhang , L. H. ; Zhu , L. Process for synthesis of heteroaryl-substituted urea compounds useful as antiinflammatory agents. U.S. Patent 6583282B1, 2003 .
   Google Scholar