268539-94-2Relevant academic research and scientific papers
A novel synthesis of a 1,3-disubstituted 1,3-dihydro-2H-imidazo[4,5-b] pyridin-2-one. Application to GW808990 a CRF1 receptor antagonist
Hayes, Jerome F.,Popkin, Matthew E.
, p. 297 - 303 (2011/04/24)
A novel synthesis of a 1,3-disubstituted 1,3-dihydro-2H-imidazo-[4,5-b] pyridin-2-one has been achieved by condensation of iminohydantoin 3 with t-butyl acetoacetate in diglyme at 160 °C. Hydrogenation of the product in the presence of 4-heptanone followed by a Buchwald-Hartwig amination afforded GW808990, a CRF1 receptor antagonist. The Japan Institute of Heterocyclic Chemistry.
A palladium-catalysed urea arylation route to a CRF1 receptor antagonist
Popkin, Matthew E.,Bellingham, Richard K.,Hayes, Jerome F.
, p. 2716 - 2718 (2008/02/11)
A new synthetic approach to a potent CRF antagonist, GW808990 (NBI35583), is reported. The route hinges on the palladium-catalysed intramolecular arylation of a urea with 2-chloropyridine. Spontaneous piperazine ring closure means that a high-yielding bis
Design and synthesis of tricyclic imidazo[4,5-b]pyridin-2-ones as corticotropin-releasing factor-1 antagonists
Guo, Zhiqiang,Tellew, John E.,Gross, Raymond S.,Dyck, Brian,Grey, Jonathan,Haddach, Mustapha,Kiankarimi, Mehrak,Lanier, Marion,Li, Bin-Feng,Luo, Zhiyong,McCarthy, James R.,Moorjani, Manisha,Saunders, John,Sullivan, Robert,Zhang, Xiaohu,Zamani-Kord, Said,Grigoriadis, Dimitri E.,Crowe, Paul D.,Chen, Ta Kung,Williams, John P.
, p. 5104 - 5107 (2007/10/03)
The synthesis and SAR studies of tricyclic imidazo[4,5-b]pyridin-2-ones as human corticotropin-releasing factor receptor (CRF1) antagonists are discussed herein. Compound 16g was identified as a functional antagonist that inhibited CRF-stimulat
