932-35-4

Usage

Uses

2-Cyano-3-hydroxypyridine can be used as eIF4A inhibitors.

InChI:InChI=1/C6H4N2O/c7-4-5-6(9)2-1-3-8-5/h1-3,9H

Upstream product

• 1849-55-4 2-Formyl-3-hydroxypyridin 
• 162271-30-9 2-cyano-3-trimethylsilyloxy pyridine 
• 6602-28-4 3-hydroxypyridine N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 98-01-1 furfural 
• 62626-61-3 α-amino-2-furan acetonitrile 
• 109-00-2 3-HYDROXYPYRIDINE 
• 878194-93-5 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine-2-carbonitrile 
• 51315-07-2 3-nitropyridine-2-carbonitrile 
• 114658-07-0 (E)-3-hydroxy-2-pyridinecarboxylate oxime 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 

Downstream Products

• 76045-30-2 (S)-4,5-dihydro-2-(3-hydroxy-2-pyridinyl)-4-methyl-4-thiazolecarboxylic acid 
• 114658-14-9 2-cyano-3-hydroxypyridine 1-oxide 
• 194665-89-9 2-aminomethyl-3-hydroxypyridine 
• 183428-96-8 ethyl 3-aminofuro[3,2-b]pyridine-2-carboxylate 
• 727737-00-0 6-bromo-3-hydroxypyridin-2-carbonitrile 
• 869789-21-9 C₉H₈N₂O₂ 
• 13210-29-2 1-(3-hydroxypyridin-2-yl)ethan-1-one 
• 210300-09-7 3-hydroxy-4-methoxy-pyridine-2-carboxylic acid 
• 874-24-8 3-hydroxypyridine-2-carboxylic acid 
• 321596-58-1 6-bromo-3-hydroxy-pyridine-2-carboxylic acid 

Relevant academic research and scientific papers

POLYCYCLIC N-HETEROCYCLIC COMPOUNDS. 49 NEW SYNTHETIC METHOD OF FURONAPHTHYRIDINE SKELETON

An synthesis of 5-amino-1,2-dihydrofuronaphthyridine (6) from 3-(3-cyanopropoxy)pyridine-2-carbonitrile (5) is described.Compound (6) was converted to mother skeleton (12).Treatment of 6 with conc. hydrochloric acid gave new spiroheterocycle (7).

Method for synthesizing 3-hydroxy-2-picolinic acid and derivatives thereof

The invention discloses an effective synthesis method of 3-hydroxy-2-picolinic acid and derivatives thereof. The method comprises an oxidation reaction, a cyanation reaction and a hydrolysis reaction.According to the oxidation reaction, 3-hydroxypyridine as shown in a formula I and derivatives thereof are used as substrates, and under the condition that an aqueous hydrogen peroxide solution is used as an oxidizing agent, the reaction is performed in glacial acetic acid at 60 DEG C in a nitrogen environment to obtain an oxidation product as shown in a structural general formula II. According to the cyanation reaction, the compound II and trimethylsilyl cyanide are taken as substrates and mixed with dimethylaminoformyl chloride in an ice bath, and then the reaction is conducted in dichloromethane at room temperature in the nitrogen environment to obtain a cyanation product as shown in a structural general formula III. According to the hydrolysis reaction, with the product as shown in the formula III as a substrate, the reaction is conducted in ethanol at a temperature of 80 DEG C under the condition of an aqueous sodium hydroxide solution to obtain the 3-hydroxy-2-picolinic acid asshown in the structural general formula IV and the derivatives thereof. The method is relatively economical, reaction universality is good, gram-level preparation is easy to carry out, the whole process can be industrialized, and reaction conditions are green.

PROCESS FOR THE PREPARATION OF 4-ALKOXY-3-ACETOXYPICOLINIC ACIDS

4-Alkoxy-3-hydroxypicolinic acids may be conveniently prepared from 4,6-dibromo-3-hydroxypicolinonitrile in a series of chemical steps selected from bromo substitution, nitrile hydrolysis and halogen reduction that are conducted as a single pot process. 4,6-Dibromo-3-hydroxypicolinonitrile may be prepared from furfural in a series of chemical steps selected from cyano-amination, amine salt formation and bromination-rearrangement. 4-Alkoxy-3-acetoxypicolinic acids may be conveniently prepared from 4-alkoxy-3-hydroxypicolinic acids by treatment with acetic anhydride.

PROCESS FOR THE PREPARATION OF 4-ALKOXY-3-HYDROXYPICOLINIC ACIDS

4-Alkoxy-3-hydroxypicolinic acids may be conveniently prepared from 4,6-dibromo-3-hydroxypicolinonitrile in a series of chemical steps selected from bromo substitution, nitrile hydrolysis and halogen reduction that are conducted as a single pot process. 4,6-Dibromo-3-hydroxypicolinonitrile may be prepared from furfural in a series of chemical steps selected from cyano-amination, amine salt formation and bromination-rearrangement.

PROCESS FOR THE PREPARATION OF 4-ALKOXY-3-ACETOXYPICOLINIC ACIDS

4-Alkoxy-3-hydroxypicolinic acids may be conveniently prepared from 4,6-dibromo-3-hydroxypicolinonitrile in a series of chemical steps selected from bromo substitution, nitrile hydrolysis and halogen reduction that are conducted as a single pot process. 4,6-Dibromo-3-hydroxypicolinonitrile may be prepared from furfural in a series of chemical steps selected from cyano-amination, amine salt formation and bromination-rearrangement. 4-Alkoxy-3-acetoxypicolinic acids may be conveniently prepared from 4-alkoxy-3-hydroxypicolinic acids by treatment with acetic anhydride.

Method for producing a pyridine compound

A compound of formula (1) expresses a pyridine compound, it can be via (1) of formula (4) with a compound represented by the cyanide reacts with the ammonia, the system results in the type (3) (4) (in the formula, R1, R2 and R3 is independently, expressed as a hydrogen atom, a halogen atom, cyano, nitro, alkoxy, alkyl or aryl group, etc.) (3) expressed the compound, of formula (3) is reacted with an oxidizing agent a compound, the system results in the type (2) (2) of the compound, of formula (2) compound represented by the reaction with halogenating agent system.

PROCESS FOR THE PREPARATION OF 4-ALKOXY-3-HYDROXYPICOLINIC ACIDS

4,6-Dibromo-3-hydroxypicolinonitrile may be prepared from furfural in a series of chemical steps selected from cyano-amination, amine salt formation and bromination-rearrangement. 4-Alkoxy-3-hydroxypicolinic acids may be conveniently prepared from 4,6-dibromo-3-hydroxypicolinonitrile in a series of chemical steps selected from bromo substitution, nitrile hydrolysis and halogen reduction.

Straightforward access to ethyl 3-aminofuropyridine-2-carboxylates from 1-chloro-2-cyano- or 1-hydroxy-2-cyano-substituted pyridines

The conditions of the synthesis of the four regioisomers of ethyl 3-aminofuropyridine-2-carboxylate are described and discussed in detail. The starting materials are either 1-chloro-2-cyanopyridines or 1-cyano-2- hydroxypyridines. Georg Thieme Verlag Stuttgart.

Tetrabutylammonium salt induced denitration of nitropyridines: Synthesis of fluoro-, hydroxy-, and methoxypyridines

(Chemical Equation Presented) An efficient method for the synthesis of fluoropyridines via the fluorodenitration reaction is reported. The reaction is mediated by tetrabutylammonium fluoride (TBAF) under mild conditions without undue regard to the presence of water. The fluorodenitration is general for 2- or 4-nitro-substituted pyridines, while 3-nitropyridines require attendant electron-withdrawing groups for the reaction to proceed efficiently. Nitropyridines also undergo hydroxy- and methoxydenitration under mild conditions in the presence of the corresponding tetrabutylammonium species.

Syntheses of ortho-aminomethylpyridinols and oxazaphosphorino[m,n- x]pyridines

Oxazaphosphorino[m,n-x]pyridines compounds have been prepared by condensation of methyl dichlorophosphate with ortho-aminomethylpyridinols.