917918-82-2

Basic information

• Product Name: 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine
• Synonyms: 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine;2-(2,5-DiMethoxy-3-nitro-4-pyridinyl)-N,N-diMethyl-ethenaMine;EthenaMine, 2-(2,5-diMethoxy-3-nitro-4-pyridinyl)-N,N-diMethyl-;2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine-5;(Z)-2-(2,5-dimethoxy-3-nitropyridin-4-yl)-N,N-dimethylethen-1-amine;(E)-2-(2,5-dimethoxy-3-nitropyridin-4-yl)-N,N-dimethylethen-1-amine
• CAS NO: 917918-82-2
• Molecular Formula: C₁₁H₁₅N₃O₄
• Molecular Weight: 253
• Product Categories: Aromatics;Heterocycles
• Mol File: 917918-82-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine(917918-82-2)
• EPA Substance Registry System: 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine(917918-82-2)

Safety Data

• Hazardous Substances Data: 917918-82-2(Hazardous Substances Data)

Usage

Description

2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine, with the chemical formula C12H16N2O5, is a synthetic organic compound characterized by its unique molecular structure. It features a pyridine ring with a nitro group at the 3-position, two methoxy groups at the 2 and 5 positions, and a dimethylaminoethenyl group at the 4-position. 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine is known for its potential applications in various fields, particularly in organic synthesis.

Uses

Used in Organic Synthesis:
2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block for the development of new molecules with potential applications in pharmaceuticals, agrochemicals, and other industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine is used as a precursor for the synthesis of novel drug candidates. Its versatile chemical properties enable the creation of new molecules with potential therapeutic effects, contributing to the discovery of innovative treatments for various diseases and conditions.
Used in Agrochemical Industry:
2,5-DiMethoxy-4-[2-(diMethylaMino)ethenyl]-3-nitropyridine also finds applications in the agrochemical industry, where it serves as a starting material for the development of new pesticides and herbicides. Its unique structure allows for the design of molecules with improved efficacy and selectivity, leading to more effective and environmentally friendly agricultural products.

Upstream product

• 5327-32-2 2-acetylamino-4-methylpyridine 
• 142404-82-8 N-(5-bromo-4-methylpyridin-2-yl)acetamide 
• 98198-48-2 2-amino-5-bromo-4-methylpyridine 
• 917918-81-1 2-(5-bromo-2-methoxy-3-nitropyridin-4-yl)-N,N-dimethylethenamine 
• 124-41-4 sodium methylate 
• 695-34-1 2-Amino-4-methylpyridine 
• 100367-40-6 2-amino-3-nitro-4-methyl-5-bromopyridine 
• 884495-14-1 5-bromo-2-methoxy-4-methyl-3-nitropyridine 
• 554-12-1 propanoic acid methyl ester 

Downstream Products

• 864953-39-9 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl hydrogen phosphate 
• 1392514-36-1 C₂₁H₁₈ClN₅O₄S 
• 701213-36-7 1-(4-benzoylpiperazin-1-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-ethane-1,2-dione 

Relevant articles and documents

Preparation of the HIV Attachment Inhibitor BMS-663068. Part 1. Evolution of Enabling Strategies

The development of two enabling routes that led to the production of >1000 kg of BMS-663068 (3) is described. The route identified for the initial 100 kg delivery to support development activities and initial clinical trials involved the conversion of 2-amino-4-picoline to the parent active pharmaceutical ingredient (API), followed by pro-drug installation and deprotection. To eliminate the problematic isolation of the parent API and synthesis of di-t-butyl(chloromethyl)phosphate, a second-generation pro-drug installation route was developed which involved the conversion of a late-stage common intermediate to an N(1)-thioether derivative followed by chloromethylation, displacement with di-t-butylpotassium phosphate, and deprotection. This second strategy resulted in the multikilogram scale preparation of the API in 14 linear steps and ～7% overall yield.