613678-03-8Relevant academic research and scientific papers
Method for preparing 2 - amino -6 - (piperi -4 - acyl) pyridine derivative
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Paragraph 0044-0047, (2021/11/14)
The invention belongs to the technical field of drug synthesis, and particularly relates to a method for preparing 2 - amino -6 - (piperi -4 - acyl) pyridine derivatives. The ammonium salt and the alkali are adopted as raw materials, the ammonia gas in the prior art is replaced, and the danger of high-temperature high-pressure operation is avoided. The reaction condition is mild, the operation process is simple and convenient, the production cost is low, and the product has high purity and yield.
2,2-DIMETHYL-N-[6-(1-METHYL-PIPERIDIN-4-CARBONYL)-PYRIDIN-2-YL]-PROPIONAMIDE, METHOD FOR PREPARING (6-AMINO-PYRIDIN-2-YL)-(1-METHYL-PIPERIDIN-4-YL)-METHANONE USING SAID COMPOUND, AND USE OF SAID COMPOUND IN THE PREPARATION OF LASMIDITAN
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, (2021/01/23)
The present invention relates to a new intermediate, (2,2-dimethyl-N-[6-(1-methyl-piperidin-4-carbonyl)-pyridin-2-yl]-propanamide) useful in the synthesis of lasmiditan, to a method for obtaining same, to the use of said intermediate for preparing lasmiditan, to a method for preparing lasmiditan making use of said intermediate, and to a method for preparing an intermediate ((6-amino-pyridin-2-yl)-(1-methyl-piperidin-4-yl)-methanone) from (2,2-dimethyl-N-[6-(1-methyl-piperidin-4-carbonyl)-pyridin-2-yl]-propanamide).
Pyridylpiperidine derivative and application thereof
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, (2020/04/22)
The invention discloses a pyridylpiperidine derivative and application thereof, and particularly relates to a novel pyridylpiperidine derivative and a pharmaceutical composition containing the compound, which can be used for activating a 5-HT1F receptor.
Synthesis method of 2-amino-6-(1-alkyl piperidine-4-carbonyl)pyridine compound
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, (2020/05/01)
The invention relates to a synthesis method of a 2-amino-6-(1-alkyl piperidine-4-carbonyl)pyridine compound, and provides a method for synthesizing a 5-HT1f agonist pyridine carbonyl piperidine precursor (general formula 1), wherein an N-(6-bromopyridine-2-yl)amide compound (general formula 2) is converted into a corresponding metal reagent by using an organic metal reagent (RM), and is continuously subjected to an addition reaction with 1-alkyl piperidine-4-formamide or Weinreb's formamide thereof or formate (general formula 3), hydrolyzing is performed, and the protecting group of amide is removed to obtain the 2-amino-6-(1-alkyl piperidine-4-carbonyl) pyridine compound (general formula 1).
Discovery of selective N-[3-(1-methyl-piperidine-4-carbonyl)-phenyl]-benzamide-based 5-HT1F receptor agonists: Evolution from bicyclic to monocyclic cores
Zhang, Deyi,Blanco, Maria-Jesus,Ying, Bai-Ping,Kohlman, Daniel,Liang, Sidney X.,Victor, Frantz,Chen, Qi,Krushinski, Joseph,Filla, Sandra A.,Hudziak, Kevin J.,Mathes, Brian M.,Cohen, Michael P.,Zacherl, Deanna,Nelson, David L.G.,Wainscott, David B.,Nutter, Suzanne E.,Gough, Wendy H.,Schaus, John M.,Xu, Yao-Chang
, p. 4337 - 4341 (2015/11/03)
Preclinical experiments and clinical observations suggest the potential effectiveness of selective 5-HT1F receptor agonists in migraine. Identifying compounds with enhanced selectivity is crucial to assess its therapeutic value. Replacement of the indole nucleus in 2 (LY334370) with a monocyclic phenyl ketone moiety generated potent and more selective 5-HT1F receptor agonists. Focused SAR studies around this central phenyl ring demonstrated that the electrostatic and steric interactions of the substituent with both the amide CONH group and the ketone C=O group play pivotal roles in affecting the adopted conformation and thus the 5-HT1F receptor selectivity. Computational studies confirmed the observed results and provide a useful tool in the understanding of the conformational requirements for 5-HT1F receptor agonist activity and selectivity. Through this effort, the 2-F-phenyl and N-2-pyridyl series were also identified as potent and selective 5-HT1F receptor agonists.
PYRIDINOYLPIPERIDINES AS 5-HT1F AGONISTS
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Page/Page column 48, (2008/06/13)
The present invention relates to compounds of formula I:or pharmaceutically acceptable acid addition salts thereof, where;R1 is C1-C6 alkyl, substituted C1-C6 alkyl, C3-C7 cycloalkyl, substituted C3-C7 cycloalkyl, C3-C7 cycloalkyl-C1-C3 alkyl, substituted C3-C7 cycloalkyl-C1-C3 alkyl, phenyl, substituted phenyl, heterocycle, or substituted heterocycle;R2 is hydrogen, C1-C3 alkyl, C3-C6 cycloalkyl-C1-C3 alkyl, or a group of formula II II;R3 is hydrogen or C1-C3 alkyl; R4 is hydrogen, halo, or C1-C3 alkyl;R5 is hydrogen or C1-C3 alkyl; R6 is hydrogen or C1-C6 alkyl; and n is an integer from 1 to 6 inclusively. The compounds of the present invention are useful for activating 5-HT1F receptors, inhibiting neuronal protein extravasation, and for the treatment or prevention of migraine in a mammal. The present invention also relates to a process for the synthesis of intermediates in the synthesis of compounds of Formula I.
