Palladium-Catalyzed C-N Coupling of Pyrazole Amides with Triazolo- and Imidazopyridine Bromides in Ethanol

被引：1
作者：
Bliss, Fritz [1 ]
Fantasia, Serena [1 ]
Le Coz, Erwann [1 ]
Puntener, Kurt [1 ]
机构：
[1] F Hoffmann L Roche Ltd, Pharmaceut Div, Synthet Mol Tech Dev, CH-4070 Basel, Switzerland
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2021年 / 25卷 / 03期
关键词：
Buchwald-Hartwig coupling; protic solvent; palladium catalysis; dehalogenation; C-O coupling; REDUCTIVE ELIMINATION; AMIDATION; COMPLEXES;
D O I：
10.1021/acs.oprd.0c00437
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An efficient palladium-catalyzed coupling between a pyrazole amide and a heteroaryl bromide was developed to enable the streamlined synthesis of a lead candidate for schizophrenia treatment. Process robustness and scalability were achieved using ethanol as a solvent. The Xantphos ligand employed in the catalytic system was found to be key to prevent common side reactions arising from the alcoholic solvent. The scope of the methodology was investigated and is presented.
引用
收藏
页码：457 / 468
页数：12
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