Category: 602303-26-4

Ragan, J. A. published the artcileCross-Coupling Methods for the Large-Scale Preparation of an Imidazole-Thienopyridine: Synthesis of [2-(3-Methyl-3H-imidazol-4-yl)- thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine, Related Products of iodides-buliding-blocks, the publication is Organic Process Research & Development (2003), 7(5), 676-683, database is CAplus.

The multihundred-gram synthesis of imidazolyl-substituted thienopyridine I was developed utilizing a Stille cross-coupling of iodothienopyridine II with 5-(tributylstannyl)-1-methylimidazole. Several cross-coupling methods were evaluated for the conversion of II to (imidazolyl)thienopyridine III, but only two were effective: the Stille coupling and a Negishi cross-coupling of II with the organozinc reagent derived from 2-(tert-butyldimethylsilyl)-1-methylimidazole. The latter procedure worked well on laboratory scale (<50 g), but was capricious upon scale-up. The issues with scale-up of an organostannane reagent are discussed, including control and anal. of organotin levels.

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 C7H3ClINS, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Takale, Balaram S. published the artcileMild and Robust Stille Reactions in Water using Parts Per Million Levels of a Triphenylphosphine-Based Palladacycle, Synthetic Route of 602303-26-4, the publication is Angewandte Chemie, International Edition (2021), 60(8), 4158-4163, database is CAplus and MEDLINE.

An inexpensive and new triphenylphosphine-based palladacycle has been developed as a pre-catalyst, leading to highly effective Stille cross-coupling reactions in water under mild reaction conditions. Only 500-1000 ppm of Pd suffices for couplings involving a variety of aryl/heteroaryl halides with aryl/hetaryl stannanes. Several drug intermediates can be prepared using this catalyst in aqueous nanoreactors formed by 2 wt % Brij-30 in water.

Angewandte Chemie, International Edition 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 C8H15ClN2, Synthetic Route of 602303-26-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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