Scott, Robert W. published the artcileDevelopment of a scalable synthesis to VEGFR Inhibitor AG-28262, Application In Synthesis of 602303-26-4, the publication is Organic Process Research & Development (2006), 10(2), 296-303, database is CAplus.
The synthesis of N,2-dimethyl-6-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzo[b]thiophene-3-carboxamide (I, AG-28262) on kilogram scale is described. Initial syntheses of key components 6-hydroxy-N-2-dimethylbenzo[b]thiophene-3-carboxamide (II) and 7-chloro-2-(1-methyl-1H-imidazol-2-yl)thieno[3,2b]pyridine (III) worked well on laboratory scale but had significant drawbacks for larger-scale manufacture Therefore, new routes to these two key fragments were developed and demonstrated to synthesize kilogram quantities. Key steps involve a two-step thiophenol alkylation/cyclization protocol to synthesize II in a convergent manner. A difficult Pd-mediated coupling to produce III was replaced with a more scalable stepwise imidazole synthesis. Key rationale for the new routes are discussed.
Organic Process Research & Development published new progress about 602303-26-4. 602303-26-4 belongs to iodides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Iodide, name is 7-Chloro-2-iodothieno[3,2-b]pyridine, and the molecular formula is C7H13NO2, Application In Synthesis of 602303-26-4.
Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com