- Simple and Efficient Process for the Large-Scale Preparation of Agomelatine: An Antidepressant Drug
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A simple and efficient process for the large-scale preparation of agomelatine (1), an antidepressant drug is, described. Agomelatine was prepared in a linear manner starting from readily available, inexpensive 2-naphthol. Key steps in the synthesis are Friedel-Crafts acylation of 2-naphthyl acetate with chloroacetyl chloride, reduction of keto intermediate, and nucleophilic displacement of chloro intermediate with sodium diformylamide. A systemic approach was described to streamline the process into a robust scalable process by controlling the impurities.
- Vujjini, Satish Kumar,Vyala, Sunitha,Badarla, Krishna Rao,Kandala, Sreenatha Charyulu,Bandichhor, Rakeshwar,Kagga, Mukkanti,Cherukupalli, Praveen
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supporting information
p. 1864 - 1870
(2015/08/03)
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- Processes for the preparation of agomelatine and its intermediates
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Aspects of the present application relate to processes for the preparation of agomelatine and its intermediates which are used in manufacturing process of agomelatine.
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Paragraph 0121
(2013/03/26)
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- Salts and ionic liquids of resonance stabilized amides
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The synthesis, structure, and bonding of alkali salts of resonance stabilized amides, such as diformylamide (dfa), formylcyanoamide (fca), nitrocyanoamide (nca), and for comparision, the well-known dicyanoamide (dca), are discussed on the basis of experim
- Brand, Harald,Martens, Joern,Mayer, Peter,Schulz, Axel,Seibald, Markus,Soller, Thomas
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experimental part
p. 1588 - 1603
(2010/06/20)
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- Methods for the synthesis of 5,6,7,8-tetrahydro-1,8-naphthyridine fragments for αvβ3 integrin antagonists
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The preparation of 3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propan-1- amine 2a and 3-[(7R)-7-methyl-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl]propan-1- amine 2b, key intermediates in the synthesis of αvβ 3 antagonists, is described. The syntheses rely on the efficient double Sonogashira reactions of 2,5-dibromopyridine 3 with acetylenic alcohols 4a/4b and protected propargylamines 10a-e followed by Chichibabin cyclizations of 3,3′-pyridine-2,5-diyldipropan-1-amines 9a/9b.
- Hartner, Frederick W.,Hsiao, Yi,Eng, Kan K.,Rivera, Nelo R.,Palucki, Michael,Tan, Lushi,Yasuda, Nobuyoshi,Hughes, David L.,Weissman, Steven,Zewge, Daniel,King, Tony,Tschaen, Dave,Volante
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p. 8723 - 8730
(2007/10/03)
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- Process for the preparation of alkali metal salts of diformylamide
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The present invention relates to a novel process for preparing alkali metal salts of diformylamide and a novel crystalline form of sodium diformylamide.
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- Process for the preparation of (E)-1-amino-2-(fluoromethylene)-4-(p-fluorophenyl)butane, novel processes for preparing an intermediate thereof, and novel intermediates thereof
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The present invention relates to a novel process for preparing (E)-1-amino-2-(fluoromethylene)-4-(p-fluorophenyl)butane, also known in the art as (E)-(p-fluorophenethyl)-3-fluoroallylamine, novel intermediates thereof, a novel process for the preparing (E
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- Preparation of 2-(2-thienyl) ethylamine and synthesis of thieno [3,2-C] pyridine derivatives therefrom
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Compounds of the formulae:and wherein:, R1, R2, R3 and R4 are independently hydrogen, lower alkyl of one to six carbon atoms, aryl or substituted aryl;, are advantageously converted to isocyanurate compounds, 2-(2-thienyl)ethylamine compounds and thieno[3,2-c]pyridine derivatives and the pharmaceutically acceptable salts thereof, particularly ticlopidine hydrochloride.
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- A Convenient Synthesis of Primary Amines Using Sodium Diformylamide as A Modified Gabriel Reagent
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Sodium diformylamide (1) was used as a convenient substitute for phthalimide in the Gabriel synthesis of primary amines.Reagent 1 undergoes smooth N-alkylation with alkyl halides or p-toluenesulfonates 2 in acetonitrile or dimethylformamide to give the corresponding N,N-diformylalkylamines 3 in good yields, except with alkylating agents which are susceptible to base-catalyzed elimination.The formyl group of 3 can be easily removed by hydrochloric acid to give the corresponding alkylamine hydrochlorides 5 or free alkylamines 4.
- Yinglin, Han,Hongwen, Hu
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p. 122 - 124
(2007/10/02)
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