361147-25-3Relevant articles and documents
Synthesis of Pyridinyl-Pyrimidines via Pd-Catalyzed Cross-Coupling Reactions: A Comparison of Classical Thermal and Microwave Assisted Reaction Conditions
Stanetty, Peter,Schnürch, Michael,Mihovilovic, Marko D.
, p. 1862 - 1864 (2003)
The Negishi cross-coupling reaction was used for the synthesis of pyridinyl-pyrimidines utilizing classical thermal or microwave assisted conditions. The organozinc substrates were prepared from 2-fluoro-4-iodopyridine by conventional lithiation chemistry and subsequent transmetalation with ZnCl2 or ZnI2. Two different catalysts - Pd(PPh3)4 and Pd/C - were investigated for their ability to facilitate the cross coupling process with 2,4-dichloropyrimidine. We found that distribution and yield of desired compounds and possible by-products highly depend on the type of energy input. In contrast to thermal conditions, the microwave assisted method allowed efficient access to di-coupled compounds.
Discovery of highly potent, selective, and efficacious small molecule inhibitors of ERK1/2
Ren, Li,Grina, Jonas,Moreno, David,Blake, James F.,Gaudino, John J.,Garrey, Rustam,Metcalf, Andrew T.,Burkard, Michael,Martinson, Matthew,Rasor, Kevin,Chen, Huifen,Dean, Brian,Gould, Stephen E.,Pacheco, Patricia,Shahidi-Latham, Sheerin,Yin, Jianping,West, Kristina,Wang, Weiru,Moffat, John G.,Schwarz, Jacob B.
, p. 1976 - 1991 (2015/04/27)
Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.
Discovery of the macrocycle (9 E)-15-(2-(Pyrrolidin-1-yl)ethoxy)-7,12,25- trioxa-19,21,24-triaza-tetracyclo[18.3.1.1(2,5).1(14,18)]hexacosa-1(24),2,4,9, 14(26),15,17,20,22-nonaene (SB1578), a potent inhibitor of Janus kinase 2/Fms-liketyrosine kinase-3 (J
William, Anthony D.,Lee, Angeline C.-H.,Poulsen, Anders,Goh, Kee Chuan,Madan, Babita,Hart, Stefan,Tan, Evelyn,Wang, Haishan,Nagaraj, Harish,Chen, Dizhong,Lee, Chai Ping,Sun, Eric T.,Jayaraman, Ramesh,Pasha, Mohammad Khalid,Ethirajulu, Kantharaj,Wood, Jeanette M.,Dymock, Brian W.
experimental part, p. 2623 - 2640 (2012/06/01)
Herein, we describe the synthesis and SAR of a series of small molecule macrocycles that selectively inhibit JAK2 kinase within the JAK family and FLT3 kinase. Following a multiparameter optimization of a key aryl ring of the previously described SB1518 (