13473-01-3

Basic information

• Product Name: 5-Chloro-2-methoxypyridine
• Synonyms: 2-METHOXY-5-CHLORO PYRIDINE;5-CHLORO-2-METHOXYPYRIDINE;Pyridine, 5-chloro-2-methoxy-;5-Chloro-2-methoxypyridine 97%
• CAS NO: 13473-01-3
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• EINECS: -0
• Product Categories: Pyridine;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Chlorinated heterocyclic series
• Mol File: 13473-01-3.mol

Chemical Properties

• Boiling Point: 181-182 °C(lit.)
• Flash Point: 128 °F
• Appearance: Colorless to light yellow liquid
• Density: 1.193 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.66mmHg at 25°C
• Refractive Index: n20/D 1.5260(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 1.12±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-methoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-methoxypyridine(13473-01-3)
• EPA Substance Registry System: 5-Chloro-2-methoxypyridine(13473-01-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 10-22-41-36/37/38
• Safety Statements: 26-39-37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 13473-01-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-methoxypyridine is used as a reactant for the preparation of biaryls via palladium-catalyzed Hiyama cross-coupling with aryltrifluorosilanes. This application is significant in the synthesis of complex organic molecules, including those with potential pharmaceutical applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-Chloro-2-methoxypyridine is used as a reactant for Suzuki-Miyaura cross-coupling reactions. This versatile reaction allows for the formation of carbon-carbon bonds, which are essential in the construction of various organic compounds, including those with potential applications in materials science, agrochemicals, and pharmaceuticals.
Overall, 5-Chloro-2-methoxypyridine is a valuable compound in the fields of pharmaceuticals and chemical synthesis, playing a crucial role in the development of new molecules and materials with diverse applications.

InChI:InChI=1/C6H6ClNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3

Upstream product

• 16110-09-1 2,5 dichloropyridine 
• 124-41-4 sodium methylate 
• 1628-89-3 2-methoxypyridine 
• 13472-85-0 2-methoxy-5-bromopyridine 
• 67-56-1 methanol 
• 2457-47-8 3,5-dichloropyridine 

Downstream Products

• 16110-09-1 2,5 dichloropyridine 
• 74115-12-1 5-chloropyridin-3-ol 
• 98627-13-5 5-Methoxy-3-methylsulfenylpyridine 
• 102830-75-1 3-Bromo-5-chloro-2-methoxypyridine 
• 475275-69-5 (5-chloro-2-methoxypyridin-4-yl)boronic acid 
• 15871-85-9 6-methoxynicotinonitrile 
• 103058-88-4 5-chloro-2-methoxypyridine-3-carboxaldehyde 
• 106585-00-6 (E)-3-(5-Chloro-2-methoxy-3-pyridinyl)-1-(4-chlorophenyl)-2-propen-1-one 
• 102830-88-6 5-Chloro-3-[(E)-3-(3,4-dichloro-phenyl)-but-2-enyl]-2-methoxy-pyridine 
• 847345-86-2 (5-chloro-2-methoxy-pyridin-3-yl)-phenyl-methanone 
• 1243333-40-5 (R)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-3-(6-methoxypyridin-3-yl)-N,2-dimethylpropanamide 
• 927540-12-3 N-((6-methoxypyridin-3-yl)methyl)benzamide 
• 53698-47-8 2-methoxy-5-phenylpyridine 
• 1402010-72-3 5-(1-(benzyloxy)-3-phenylpropyl)-2-methoxypyridine 

Relevant articles and documents

Preparation method of 2,5-dimethoxy pyridine

The invention discloses a preparation method of 2,5-dimethoxy pyridine, and belongs to the technical field of medicine synthesis. The method comprises the following steps that 1, under the existence of an alcohol solvent, a compound shown as a formula A and sodium methoxide take contact reaction to form a compound shown as a formula B; 2, under the existence of metal catalysts, the compound shownas a formula B in the first step reacts to obtain 2,5-dimethoxy pyridine; aftertreatment and purification are performed to obtain the product. The method has the advantages that the route is short; the steps are few; expensive palladium catalysts and boracic acid catalysts are not used; the equipment cost is reduced; the use of flammable and explosive lithium reagents and peroxide is avoided; thereaction conditions are mild; the aftertreatment operation is simple and convenient; the total yield and the purity are improved; the product quality can be easily controlled; the industrial amplification prospects are good.

Noncryogenic synthesis of functionalized 2-methoxypyridines by halogen-magnesium exchange using lithium dibutyl(isopropyl)magnesate(1-) and lithium chloride

2-Methoxypyridines functionalized in the 3-, 5-, or 6-position and 2,6-dimethoxypyridines functionalized in the 3-position were prepared from the corresponding bromo or iodo analogues by using lithium dibutyl(isopropyl) magnesate(1-) and lithium chloride

PYRROLIDINES AS NK3 RECEPTOR ANTAGONISTS

The present invention relates to a compounds of formula I wherein R1, R2, Ar1, Ar2, R′, R″, m, n, and o are defined in the specification or to a pharmaceutically active salt, racemic mixture, enantiomer, optical isomer or to tautomeric form thereof. The present compounds are high potential NK-3 receptor antagonists for the treatment of depression, pain, psychosis, Parkinson''s disease, schizophrenia, anxiety and attention deficit hyperactivity disorder (ADHD).

Efficient synthesis of 5-functionalised 2-methoxypyridines and their transformation to bicyclic d-lactams, both accessed using magnesium ?ate? complexes as key reagents

Simple and efficient synthesis of 5-functionalised ?2-methoxypyridines from 5-bromo-2-methoxypyridine using ?[n-Bu3Mg]Li performed in noncryogenic conditions is described. Application of 5-functionalised 2-methoxypyridines in the synthesis of 1-substitute

Substituted 3,4-pyridynes: Clean cycloadditions

The stabilisation of 3,4-pyridyne (1) by an alkoxy group adjacent to the ring nitrogen is reported. The regioselective lithiation of 2-ethoxy- (14), 2-methoxy- (18), 2-isopropoxy- (19) and 6-isopropoxy- (26) -3-chloropyridines with tertbutyllithium at low temperatures, followed by elimination of lithium chloride affords 2- and 6-alkoxy-3,4-pyridynes. These species are trapped m situ with furan in a Diels-Alder reaction to give 5-8 in 66-89% yield, and do not give products typical of polymerisation or nucleophilic addition to the 3,4-pyridyne intermediates. As a comparison treatment of 3-chloropyridine with furan and LDA gives only 19% of adduct (4). We also report the novel use of the isopropoxy (rather than methoxy) group in these systems, which can act as a heteroatomic electron donating group which inhibits a-lithiation by tert-butyllithium because of its increased steric bulk. The Royal Society of Chemistry 2000.

METHANOANTHRACENEYL METHYL PIPERIDINYL COMPOUNDS

Compounds of formula I or I', STR1 wherein X and Y are independently selected from hydrogen, halo, and (1-6C)alkoxy;R 1 is selected from(A) (1-6C)alkyl; (B) phenyl and naphthyl or substituted versions thereof; (C) phenyl (1-3C)alkyl and naphthyl (1-3C) alkyl;(D) five-and six-membered heteroaryl rings;(E) heteroaryl (1-3C) alkyl and pharmaceutically acceptable salts thereof, useful in the treatment of neuropsychiatric disorders such as psychoses; pharmaceutical compositions comprising a compound of formula I or I' and a pharmaceutically acceptable diluent or carrier; and methods of treating neuropsychiatric disorders comprising administering to a mammal (including man) in need of such treatment an effective amount of a compound of formula I or I', or a pharmaceutically acceptable salt thereof are claimed. The invention also relates to novel processes for producing enantiomeric methanoanthracenyl sulfoxides.

2-phenylpyrano[2,3-b]pyridines and their use in inhibiting viruses

2-Phenylpyrano[2,3-b]pyridines are described herein. These compounds are active against a variety of viruses. A number of procedures can be used to prepare the compounds of this invention but, at some point, they would all make use of the cyclization of a (phenyl) (pyridyl)propanol or (phenyl) (pyridyl)propenol.

THE REACTIONS OF SOME HALOGENATED PYRIDINES WITH METHOXYDE AND METHANETHIOLATE IONS IN DIMETHYLFORMAMIDE

The reactions of 2,6- and 2,5-dibromopyridines and of 2,3- and 3,5-dichloropyridines with sodium isopropanethiolate and methanethiolate afforded the products of mono- or of bis-substitution depending on the experimental conditions.The same pyridines reacted with sodium methoxide to give good yields of the mono-substituted products; bis-substitution occurred easily only in the case of the 2,6-dibromo- and of the 3,5-dichloropyridine.The syntheses of some methoxy thiomethoxypyridine, starting from the halogeno methoxypyridines or from the halogeno thiomethoxypyridines are also described.The bis-(alkylthio)pyridines can be fragmented by sodium in HMPA to give the bis(mercapto)pyridines.

3,4-Dihydro-2-phenyl-2H-pyranopyridines. Novel Aza Analogs of Flavans

Complementary approaches to the synthesis of the title compounds 1 are described.Metallation of 3,5-dibromo-2-methoxypyridine (5b) by bromine/lithium exchange gave selectively the 3-lithio intermediate 6 which was trapped with substituted cinnamaldehydes