A5025304496- Catalytic Cross-Coupling Reactions
- Catalytic C–H Functionalization Methods
- Chemical Synthesis and Analysis
- Organoboron and organosilicon chemistry
- Career Development and Diversity
- Enzyme Catalysis and Immobilization
- Chemical synthesis and alkaloids
- Doctoral Education Challenges and Solutions
- Chemical Synthesis and Reactions
- Health and Medical Research Impacts
- Asymmetric Hydrogenation and Catalysis
Bristol-Myers Squibb (United States)
2019-2024
The palladium-catalyzed coupling of aryl and heteroaryl chlorides with primary amides under mild homogeneous reaction conditions is reported. Successful C–N enabled by the use a unique "dual-base" system consisting DBU NaTFA, which serve as proton acceptor halide scavenger, respectively, using low catalyst loadings (0.5 mol %) readily available, air-stable palladium precatalysts. DBU/NaTFA also enables room-temperature amines tolerant variety base-sensitive functional groups.
The process optimization of a key step in the synthesis NLRP3 (nucleotide-binding domain and leucine-rich repeat-containing protein 3) agonist BMS-986299 is reported. convergent three-stage telescope featuring four discrete chemical transformations: Pd-catalyzed Miyaura borylation, followed by Suzuki–Miyaura cross-coupling, then concurrent acid-mediated cyclization THP (tetrahydropyran) cleavage. Through targeted development focused on safety, sustainability, robustness, we developed safer...
A safe and scalable synthesis of A, a key aryl boronate ester intermediate toward an immunology asset udifitimod, via Ni-catalyzed Miyaura borylation is reported. High-throughput experimentation, design experiment, reagent stability/compatibility studies were used to optimize the reaction conditions furnish sulfamate B in 80–85% yield >98% purity/potency. Significant hydrogen off-gassing was observed during reaction, metal remediation, crystallization steps first-generation process, efforts...
This paper describes a grassroots outreach program at Bristol Myers Squibb (BMS), organized by women chemists and chemical engineers, for studying chemistry engineering. effort supports the company's belief that excellence in creativity innovation is enhanced when its scientists engineers bring diverse experiences backgrounds to teams inventing developing novel medicines. The in-person event includes seminars, poster sessions, lab tours, networking lunch, discussion panel students from local...
The development of a convergent route to the NLRP3 (nucleotide-binding domain and leucine-rich repeat-containing protein 3) agonist BMS-986299 is reported. synthesis relies on key Miyaura borylation tandem Suzuki–Miyaura coupling between an iodoimidazole o-aminochloroarene, followed by acid-mediated cyclization afford aminoquinoline core. subsequent Boc cleavage regioselective acylation target compound. Two routes intermediate are presented, along with o-aminochloroarene via Negishi...