1088994-20-0Relevant articles and documents
Crystal form of orexin receptor antagonist compound, and preparation method and application thereof
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Page/Page column 13; 20, (2020/06/26)
Disclosed are a preparation method of an orexin receptor antagonist compound 5-3, Crystalline forms I-IV of an orexin receptor antagonist compound 5-3 are provided. Also provided are processes of the preparing the orexin receptor antagonist compound 5-3 a
Substituted heterocyclic compound, and use method and use thereof
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, (2016/10/08)
The invention relates to a substituted heterocyclic compound, and a use method and a use thereof. The substituted heterocyclic compound and a medicinal composition including the compound can be used to depress orexin receptors, especially an orexin-1 rece
Convergent kilogram-scale synthesis of dual orexin receptor antagonist
Girardin, Melina,Ouellet, Stephane G.,Gauvreau, Danny,Moore, Jeffrey C.,Hughes, Greg,Devine, Paul N.,O'Shea, Paul D.,Campeau, Louis-Charles
, p. 61 - 68 (2013/03/13)
MK-6096 is an orexin receptor antagonist in clinical trials for the treatment of insomnia. Herein we describe its first kilogram-scale synthesis. Chirality on the α-methylpiperidine core was introduced in a biocatalytic transamination using a three-enzyme system with excellent enantioselectivity (>99% ee). Low diastereoselectivity of the lactam reduction was overcome by development of a camphor sulfonic acid salt formation and dr upgrade. A chemoselective O-alkylation with 5-fluoro-2-hydroxypyridine was optimized and developed. Overall, 1.2 kg of MK-6069 was prepared in nine steps and 13% overall yield.