113975-38-5

Usage

Molecular structure

A unique structure consisting of a pyridine ring fused to a pyrrole ring.

Derivative of pyrrolopyridine

It belongs to a class of compounds known as pyrrolopyridine derivatives.

Potential pharmaceutical applications

These compounds may have potential use in medicinal chemistry and drug design.

Methyl groups

Two methyl groups are attached to the nitrogen atoms in the pyrrole ring.

Interesting structural features

The compound has a distinct structure that may contribute to its potential biological activities.

Potential biological activities

The compound may exhibit biological activities that could be useful in drug design and medicinal chemistry.

Further research needed

More studies and research are required to fully understand the properties and potential applications of this chemical compound.

Upstream product

• 591-87-7 Allyl acetate 
• 113975-23-8 methyl(3-iodopyridin-2-yl)amine 
• 1019436-10-2 2-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine 
• 23612-48-8 2-methyl-1H-pyrrolo[2,3-b]pyridine 
• 74-88-4 methyl iodide 
• 56752-28-4 N-(3-pyridylmethylidene)tert-butylamine 
• 113975-22-7 2-fluoro-3-iodopyridine 
• 372-48-5 2-fluoropyridine 

Relevant academic research and scientific papers

Asymmetric Hydrogenation of Azaindoles: Chemo- and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes

High enantioselectivity was achieved for the hydrogenation of azaindoles by using the chiral catalyst, which was prepared from [Ru(η3-methallyl)2(cod)] and a trans-chelating bis(phosphine) ligand (PhTRAP). The dearomative reaction exclusively occurred on the five-membered ring, thus giving the corresponding azaindolines with up to 97:3 enantiomer ratio.

Flash vacuum thermolysis of N-(3-and 4-Pyridylmethylidene)-tert- butylamines: Mechanisms of formation of pyrrolopyridines and naphthyridines

Pyrrolopyridines and naphthyridines are formed by flash vacuum thermolysis (FVT) of 3-and 4-pyridylmethylidene-tert-butylimines 8 and 15. Elimination of a methyl radical generates resonance stablized 2-azaallyl radicals a1 and b1. The formation of pyrrolopyridines 9, 16 and 17 is rationalized in terms of cyclization of 1-aziridinyl radicals a2 and b2. Formation of naphthyridine 10 from imine 8, and of 11 and 18 from imine 15, are in accord with cyclization of 1-azaallyl radicals a6 and b9. Formation of naphthyridine 11 from 8, and of 10 and 19 from 15, indicate the operation of the spiro-cyclization pathways forming intermediates a9 and b14. Formation of the 1,8-naphthyridine 20 (3%) indicates a rearrangement through aziridine b22 and biradical b23. DFT calculations at the CAM-B3LYP/6-311G(d,p) level support the proposed reaction mechanisms.

Synthesis of aromatic ring fused pyrrole derivatives by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate

Indoles, azaindoles, and pyrroloquinolines were obtained by palladium-catalyzed annulation of o-iodoarylamines with allyl acetate under 5 mol percent Pd(OAc)2, 1 equiv. LiCl, 3 equiv. K2CO3, and 2 equiv. allyl acetate in DMF at 120°C.

Metalation/SRN1 Coupling in Heterocyclic Synthesis. A Convenient Methodology for Ring Functionalization

Lithiation, iodination, and fluorine substitution on 2-fluoropyridine gave 2-substituted 3-iodopyridines, which were further subjected to iodine SRN1 substitution by carbon, sulfur, and phosphorus nucleophiles.Iodine substitution by enolates on 2-amino-3-iodopyridines afforded ketones, which were further cyclized to various 1,2-disubstituted pyrrolopyridines. 2-Amino-3-iodo-, 3-amino-4-iodo, and 4-amino-3-iodopyridines were prepared by directed metalation of 2-, 3-, and 4-(pivaloylamino)pyridines.Substitution of iodine by enolates under SRN1 conditions and acidic cyclization led to various 2-substituted pyrrolo, --, and -pyridines in high yields.