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Usage

Uses

Used in Pharmaceutical Industry:
9-Azajulolidine serves as a key building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for the creation of complex molecular architectures that can target specific biological pathways.
Used in Agrochemical Industry:
In the agrochemical sector, 9-azajulolidine is utilized as an intermediate for the production of pesticides and other crop protection agents. Its ability to form stable compounds makes it suitable for applications that require durability and effectiveness in outdoor conditions.
Used in Dye and Pigment Production:
9-Azajulolidine is employed in the manufacturing process of dyes and pigments, where its chemical properties enable the creation of vibrant and long-lasting colorants for a variety of industries, including textiles, plastics, and printing.
Used in Polymer Industry:
9-Azajulolidine also finds use in the synthesis of polymers, where it can enhance the properties of the final product, such as strength, flexibility, and durability. Its incorporation into polymer chemistry allows for the development of advanced materials with specific applications.
Used in Catalysis:
9-Azajulolidine has been studied for its potential as a catalyst in various chemical reactions. Its ability to facilitate and enhance reaction rates without being consumed in the process makes it a valuable asset in the field of catalysis.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In asymmetric synthesis, 9-azajulolidine is used as a chiral auxiliary to induce enantioselectivity in chemical reactions. This allows for the production of enantiomerically pure compounds, which is crucial in the synthesis of pharmaceuticals and other chiral molecules where the stereochemistry can significantly impact biological activity.

InChI:InChI=1/C11H14N2/c1-3-9-7-12-8-10-4-2-6-13(5-1)11(9)10/h7-8H,1-6H2

Upstream product

• 64-19-7 acetic acid 
• 107484-80-0 ethyl 1,6-naphthyridine-8-acrylate 
• 253-72-5 1,6-naphthyridine 
• 98136-86-8 3,4-diiodo-4-aminopyridine 
• 931104-32-4 3-[4-amino-5-(3-hydroxy-prop-1-ynyl)-pyridin-3-yl]-prop-2-yn-1-ol 
• 931104-34-6 3-[4-amino-5-(3-hydroxy-propyl)-pyridin-3-yl]-propan-1-ol 
• 17965-74-1 8-bromo-1,6-naphthyridine 
• 107484-80-0 (E)-3-(1,6-naphthyridin-8-yl)acrylate ethyl ester 
• 504-24-5 4-aminopyridine 
• 84539-34-4 4-amino-3,5-dibromopyridine 
• 947171-59-7 C₁₃H₁₆N₂O₃ 
• 947171-58-6 C₁₅H₂₂N₂O₄ 
• 931104-36-8 3,5-bis-(3-bromo-propyl)-pyridin-4-ylamine 
• 107484-81-1 6-oxo-4,5,9,10-tetrahydro-6H,8H-pyrido<3,2,1-ij><1,6>naphthyridine 

Relevant academic research and scientific papers

Facile synthesis of 9-azajulolidine and its application to post-Ullmann reactions

This Letter describes the efficient synthesis of 9-azajulolidine from readily available reagents and its utilization as an effective electron-rich ligand for post-Ullmann-type reactions, that is, for C(aryl)-heteroatom (N, O, S) bond formation reactions, with dramatically enhanced reaction rates.

Modular design of pyridine-based acyl-transfer catalysts

Derivatives of 3,4-diaminopyridine have been synthesized and studied as catalysts for acyl-transfer reactions. The design of these catalysts is guided by the stability of their acetyl intermediates as determined through theoretical calculations at the B3LYP/6-311 + G(d,p)//B3LYP/6-31G(d) level of theory. The most promising catalysts have been synthesized through a three- to five-step synthesis starting from 3,4-diaminopyridine. The catalytic activity has been determined for the acylation of 1-ethynylcyclohexanol with acetic anhydride at 23°C and with isobutyric anhydride at 40°C. For both reactions, the catalytic activity depends dramatically on the substitution pattern of the diaminopyridines. Best results are obtained with catalysts containing alkyl substituents at both amine nitrogens. Georg Thieme Verlag Stuttgart.

Conformationally restricted 4-dimethylaminopyridine (DMAP) analogs: synthesis and evaluation of catalytic effectiveness

The syntheses of a series of conformationally restricted 4-dimethylaminopyridine (DMAP) analogs 1-3 are described. Evaluations of catalyst effectiveness demonstrated that 1 was the best catalyst for the acetylation reaction of a tertiary alcohol, while 2

Condensed Heteroaromatic Ring Systems. V. Formal Synthesis of Matrine and Related Compounds Using Palladium-Catalyzed Carbon-Carbon Bond Formations as Key Reactions

The iodonation and subsequent dehydroxychlorination of 1,6-naphthyridin-5(6H)-one gave 5-chloro-8-iodo-1,6-naphthyridine, wich was converted to the 5-methoxy derivative.Starting from this compound, didehydromatrine was synthesized by using palladium-catalyzed cross-coupling reactions with ethyl acrylate and 3-butyn-1-ol, as key reactions.Similarly, nordehydro-α-matrinidine was synthesized through four steps from 8-bromo-1,6-naphthyridine, obtained by the bromination of unsubstituted 1,6-naphthyridine.Keywords - synthesis; matrine; didehydromatrine; nordehydro-α-matrinidine; palladium-catalyzed reaction; 1,6-naphthyridine; ethyl acrylate; 3-butyn-1-ol