21203-68-9

Usage

Uses

2-Methyl-5-nitropyridine is used as pharmaceutical intermediate.

InChI:InChI=1/C6H6N2O2/c1-5-2-3-6(4-7-5)8(9)10/h2-4H,1H3

Upstream product

• 109-06-8 α-picoline 
• 60891-70-5 1,3-diethyl 2-(5-nitropyridin-2-yl)propanedioate 
• 56057-19-3 2-chloro-6-methyl-3-nitropyridine 
• 4548-45-2 2-chloro-5-nitropyridine 
• 996-82-7 sodium diethylmalonate 
• 105-53-3 diethyl malonate 
• 68906-00-3 2-phenyl-5-nitropyrimidine 
• 75-04-7 ethylamine 
• 67-64-1 acetone 
• 65-85-0 benzoic acid 
• 4487-59-6 2-bromo-5-nitropyridine 
• 659742-21-9 (6-methylpyridin-3-yl)boronic acid 
• 17758-39-3 1-methyl-5-nitropyrimidin-2(1H)-one 
• 123-54-6 acetylacetone 

Downstream Products

• 80287-53-2 5-Amino-2-methylpyridine 
• 35969-75-6 5-nitro-2-pyridinecarbaldehyde 
• 217302-90-4 5-nitro-2-propylpyridine 
• 30651-24-2 5-nitropicolinic acid 
• 852102-20-6 5-nitropyridine-2-carbonyl azide 
• 197516-48-6 5-hydrazino-2-methyl-pyridine 
• 285984-51-2 5-amino-3-tert-butyl-1-(2-methylpyridine-5-yl)pyrazole 
• 51984-34-0 5-(acetylamino)pyridine-2-carboxaldehyde thiosemicarbazone 
• 143621-34-5 5-amino-2-(1,3-dioxolan-2-yl)pyridine 
• 143621-32-3 2-(1,3-dioxolan-2-yl)-5-nitropyridine 
• 143621-39-0 5-(acetylamino)-2-(1,3-dioxolan-2-yl)pyridine 
• 143621-36-7 5-aminopyridine-2-carboxaldehyde thiosemicarbazone 
• 119830-47-6 ethyl 3-amino-pyridine-6-carboxylate 
• 90866-93-6 ethyl 5-(p-toluenesulfonamido)picolinate 

Relevant academic research and scientific papers

Nitropyrimidinones; synthetic equivalents of diformylamine and nitromalonaldehyde

Reactions of two isomeric nitropyrimidinones with bidentate enolate anions were studied. When 3-methyl-5-nitropyrimidin-4(3H)-one (1) was employed, ring transformation proceeded to give pyridin-4(1H)-ones 3 functionalized at the 3- or 5-positions. This pyrimidin-4-one 1 behaved as an activated diformylamine HN(CHO)2. 1-Methyl-5-nitropyrimidin-2(1H)-one (2) afforded polyfunctionalized bicyclo[3.3.1]nonene derivatives 7 and 8 and/or p-nitrophenol derivatives 9. In this case, pyrimidin-2-one 2 acted as the synthetic equivalent of unstable O2NCH(CHO)2. These two nitropyrimidinones are valuable intermediates for the synthesis of polyfunctionalized compounds.

Method for preparing nitro compound by using graphene to catalyze nitric oxide

The invention discloses a method for preparing a nitro compound by using graphene to catalyze nitric oxide. A graphene oxide carbon material is used for catalysis of a reaction of nitric oxide and a nitrification substrate such as an aromatic compound to prepare the nitro compound. The method is used for replacing a traditional nitric acid/sulfur acid method to prepare the nitro compound, so thatthe atom utilization rate of the reaction is increased, the energy is saved, and the emission is reduced; and the method has the characteristic of atom economy during industrial preparation of the nitro compound.

Tailor-made synthesis of N,N,2,6-tetrasubstituted 4-nitroanilines by three-component ring transformation of dinitropyridone

The ring transformation of dinitropyridone afforded various kinds of 2,6-disubstituted-4-nitroanilines upon treatment with aliphatic ketones in the presence of ammonium acetate as a nitrogen source, wherein dinitropyridone behaved as the synthetic equival

Modification and optimization of the bis-picolylamide-based relay protection for carboxylic acids to be cleaved by unusual complexation with Cu2+ salts

A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)2 by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate

Organotrifluoroborates have emerged as an alternative to toxic and air- and moisture-sensitive organometallic species for the synthesis of functionalized aryl and heteroaryl compounds. It has been shown that the trifluoroborate moiety can be easily converted into a variety of different substituents in a late synthetic stage. In this paper, we disclose a mild, selective, and convenient method for the ipso-nitrosation of organotrifluoroborates using nitrosonium tetrafluoroborate (NOBF4). Aryl- and heteroaryltrifluoroborates were converted into the corresponding nitroso products in good to excellent yields. This method proved to be tolerant of a broad range of functional groups.

Facile one-pot direct arylation and alkylation of nitropyridine N -oxides with grignard reagents

Facile arylation and alkylation of nitropyridine N-oxides were developed through the reactions of Grignard reagents with nitropyridine N-oxides. For the same 4-nitropyridine N-oxide, arylation occurred at the 2- (or 6-) position, whereas alkylation occurred at the 3-position in an adjustably site-selective manner. The cooperative action of the two groups was discovered in the reactions of 3-nitropyridine N-oxides. This protocol can find wide applications in building various pyridine compounds as illustrated in total syntheses of Emoxipin and Caerulomycin A and E.

2- [ (2-SUBSTITUTED) -IND0LIZIN-3-YL] -2-OXO-ACETAMIDE DERIVATIVES AS ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically acceptable salts thereof wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. These compounds are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

Preparation of nitropyridines by nitration of pyridines with nitric acid

Preparation of nitropyridines by nitration of pyridines with nitric acid was discussed. Trifluoroacetic anhydride was chilled in an ice bath and the pyridine or substituted pyridines were slowly added and stirred at chilled conditions for 2 h. Relative amounts of the reactants were required for the nitration of pyridine were characterized by 1H and Nuclear magnetic resonance (NMR) spectroscopy and elemental analysis. It was observed that the yields of β-nitropyridines obtained using the standard protocol were generally higher than those obtained using N2O3.

Nitropyridyl isocyanates

We hereby report the first preparation of 3-nitro-4-pyridyl isocyanate 9 and 5-nitro-2-pyridyl isocyanate 18. They were formed by Curtius rearrangement of the corresponding acyl azides 8 and 17, prepared from methyl 3-nitro-4-pyridinecarboxylate 6 via the hydrazide 7 and 5-nitro-picolinic acid 16, respectively. The substrates 6 and 16 were generated by nitration of methyl 4-pyridinecarboxylate 5 and nitration and oxidation of 2-picoline 14. 3-Nitro-4-pyridyl isocyanate 9 can be stored in dry solution and is stable at room temperature for several weeks while 5-nitro-2-pyridyl isocyanate 18 was less stable and should be used for synthetic purposes immediately.

Benzopiperidine derivatives

Benzopiperidine derivatives represented by formula (I), salts thereof or hydrates thereof, processes for producing the same and drugs comprising the same: wherein the variables are as described in the specification. These compounds are useful as drugs efficacious in the prevention and treatment of these various inflammatory diseases and immunologic diseases, such as rheumatoid arthritis, atopic dermatitis, psoriasis, asthma, and rejection reaction accompanying organ transplantation.