cas 151319-34-5, Zaleplon | Articles data

Articles about 151319-34-5Total 16 be found

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Preparation method of zaleplon
The invention discloses a preparation method of zaleplon, and belongs to the technical field of medicinal chemistry. According to the method, m-nitrobenzaldehyde and triethylamine which are simple and cheap are adopted as raw materials, and a core skeleton of zaleplon is efficiently and highly selectively constructed through a one-pot cascade reaction without transition metal catalysis, so that the generation of isomers is avoided, the generation of byproducts is reduced, the yield of a target product is increased, and the synthesis cost is reduced; and simple nitro reduction modification is performed to prepare zaleplon. The whole route is short, reaction conditions are mild, operation is easy and convenient, and the method is suitable for industrial production.
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Paragraph 0032-0035

(2021/05/01)

Vinylation of α-Aminoazoles with Triethylamine: A General Strategy to Construct Azolo[1,5-a]pyrimidines with a Nonsubstituted Ethylidene Fragment
A new general synthesis of pharmaceutically important azolo[1,5-a]pyrimidines starting from widely available 3(5)-aminoazoles, aldehydes, and triethylamine is developed. The key is to enable the vinylation reaction that allows the in situ generation of elusive acyclic enamines and the subsequent annulation reaction to occur. This direct and practical strategy is capable of constructing a range of 5,6-unsubstituted pyrazolo[1,5-a]pyrimidines and [1,2,4]triazolo[1,5-a]pyrimidines. More importantly, this protocol provides a concise synthetic route to prepare the clinically used zaleplon.
Gao, Qinghe,Sun, Zhenhua,Xia, Qinfei,Li, Ruonan,Wang, Wenlong,Ma, Siwei,Chai, Yixin,Wu, Manman,Hu, Wei,ábrányi-Balogh, Péter,Keserü, Gy?rgy M.,Han, Xinya
supporting information
p. 2664 - 2669
(2021/04/12)

A new method for synthesizing zaleplon (by machine translation)
The present invention provides a new method for synthesizing zaleplon. In particular, the method of the invention takes the acetophenone as raw materials, make N-ethyl-N-[ 3 - (3- dimethyl amine -1-oxo-2-propenyl) phenyl] acetamide, with 3-amino-4-cyano pyrazole reaction, forming N-[ 3 - (3-cyano-pyrazolo [1,5-α] pyrimidin-7-yl) phenyl]-N-ethyl acetamide. The synthetic route of the present invention of fewer steps, after treatment is simple, low cost, suitable for industrial production. (by machine translation)
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(2016/10/10)

Synthetic studies connected with the preparation of N-[3-(3- cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide, a zaleplon regioisomer
N-[3-(3-Cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethyl-acetamide, a principal impurity of zaleplon, is prepared by Suzuki-Miyaura cross coupling reaction of the corresponding boronic acid and/or boronates with 5-chloropyrazolo[1,5-a]pyrimidin-3-carbonitrile (7). Various methods of preparation of both components are described, as well as approaches based on the final modification of the 5-(3-aminophenyl)-pyrazolo[1,5-a]pyrimidine-3- carbonitrile moiety prepared by Suzuki-Miyaura cross coupling. All the prepared compounds were unambiguouesly identified by NMR techniques. Spectral characteristics (IR, UV, MS) of these compounds are also given.
Radl, Stanislav,Blahovcova, Michaela,Tkadlecova, Marcela,Havlicek, Jaroslav
scheme or table
p. 1359 - 1376
(2010/10/20)

AN IMPROVED PROCESS FOR THE PREPARATION OF ZALEPLO
The present invention relates to an improved process for the preparation of N-[3-(3-cyanopyrazolo[ 1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide (Zaleplon) of formula (I), more particularly the present invention relates to a method for the purification of
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Page/Page column 6-7

(2008/12/06)

N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-5-yl)phenyl]-N-ethylacetamide and crystalline forms of zaleplon
Zaleplon crystalline Forms II, III, IV and V are useful for the treatment of insomnia. These crystalline Forms are described along with processes for making them by crystallization from selected solvents. A regioisomer of zaleplon is useful as a reference
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(2008/06/13)

PROCESS FOR PREPARATION OF N-[3-(3-CYANOPYRAZOLO [1,5-A]PYRIMIDIN-7-YL)PHENYL]-N-ETHYLACETAMIDE
An improved process for preparing N-[3-(3-Cyanopyrazolo [1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide, (zaleplon), comprising the steps of reacting N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]-N-ethylacetamide with 3-amino-4-cyanopyrazole in a reacti
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Page/Page column 6; 8-9

(2008/06/13)

PROCESS FOR THE SYNTHESIS OF N- [3-(3-CYANOPYRAZOLO [1,5A] PYRIMIDIN-7-YL)-PHENYL]-N-ETHYL-ACETAMIDE
The invention relates to N- [3- (3-cyanopyrazolo [1,5-a] pyrimidin-7-yl) - phenyl]-N-ethyl-acetamide of formula (IV) containing less than 0.2 % impurities, which is suitable for therapeutic application. Furthermore the invention relates to a process for t
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Page/Page column 11-12

(2008/06/13)

TWO-PHASE METHOD FOR THE SYNTHESIS OF SELECTED PYRAZOLOPYRIMIDINES
An improved method of making a substituted pyrazolopyrimidine. The method comprises reacting a aminopyrazole compound or a salt thereof with a substituted 1-oxo-2-propenyl-arene(-heterocycle) or a salt thereof under acidic conditions in a reaction medium including a two-phase mixture of an aqueous solution and a water-immiscible organic liquid. Specific substituted pyrazolopyrimidines include N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide and N-methyl-N-(3-{3-[2-thienylcarbonyl]-pyrazolo[1, 5-a]-pyrimidin-7-yl}phenyl)acetamide.
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Page/Page column 11; 12-13

(2008/06/13)

ZALEPLON SYNTHESIS
A process for making zaleplon comprises i. alkylating 3-[3-(dimethylamino)-l-oxo-2-propenyl]-phenyl]-acetamide with ethyl iodide in the presence of an alkali metal hydroxide or alkoxide in an aprotic solvent to give N-ethyl-[3-[3-(dimethylamino)-1-oxo-2-p
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Page/Page column 4; 6

(2008/06/13)

Process for the production of N-[3-(3-cyanopyrazolo[1,5-a] pyrimidin-7-yl) phenyl]-N-ethylacetamide (zaleplon)
The present invention provides a process for the production of N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethylacetamide (zaleplon), an active ingredient that is approved for the treatment of insomnia. The process involves reacting N-[3-[3-(dime
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(2008/06/13)

A PROCESS FOR THE PREPARATION OF ZALEPLON
The invention relates to a process for the preparation of zaleplon (N-[3(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethyl-acetamide) in the reaction of 3-dimethylamino-1-(3-N-ethyl-N-acetylaminophenyl)-2-propen-1-one with 3-aminopyrazole-4-carbonitril
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Page 4; 5

(2008/06/13)

Polymorphs of zaleplon and methods for the preparation thereof
This invention relates to novel crystalline polymorphic forms of zaleplon (N-[3-(3-cyanopyrazolo[1,5a]pyrimidin-7-yl)phenyl]-N-ethylacetamide), methods for the preparation thereof, and their use as anxiolytic, antiepileptic, and sedative-hypnotic agents and skeletal muscle relaxants.
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(2008/06/13)

Process improvement in the synthesis of N-?3-(3-cyano-pyrazolo?1,5-a!pyrimidin-7-yl)phenyl!-N-ethylacetamide
The invention is a process improvement for producing N-?3-(3-cyano-pyrazolo?1,5-a!pyrimidin-7-yl)phenyl!-N-ethyl-acetamide which is useful as an anxiolytic, antiepileptic, sedative-hypnotic agent and skeletal muscle relaxant. The disclosed invention comprises reacting 3-dimethylamino-1-(3-N-ethyl-N-acetyl-aminophenyl)-2-propen-1-one or a suitable salt thereof with 3-aminopyrazole-4-carbonitrile or a suitable salt thereof in a mixture comprising water and acetic acid or a suitable salt thereof, rather than in acetic acid alone.
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(2008/06/13)

Process improvement in the synthesis of N-[3-(3-cyanopyrazolo [1,5-a]pyrimidin-7-yl)phenyl]-N-ethyl-acetamide
The invention is a process improvement for producing N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-ethyl-acetamide which is useful as an anxiolytic, antiepileptic, sedative-hypnotic agent and skeletal muscle relaxant, which comprises reacting 3-dim
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(2008/06/13)