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Home > Encyclopedia > 2-CHLORO-5-METHOXYPYRIDINE

2-CHLORO-5-METHOXYPYRIDINE

2-CHLORO-5-METHOXYPYRIDINE structure

2-CHLORO-5-METHOXYPYRIDINE 

structure
  • CAS No:

    139585-48-1

  • Formula:

    C6H6ClNO

  • Chemical Name:

    2-CHLORO-5-METHOXYPYRIDINE

  • Synonyms:

    2-CHLORO-5-METHOXYPYRIDINE;Pyridine, 2-chloro-5-methoxy-;2-chloro-5-methoxy-pyridine;PubChem6222;zlchem 1255;ACMC-209cj8;SCHEMBL942143;Pyridine,2-chloro-5-methoxy-;2-chloranyl-5-methoxy-pyridine;CTK4C1870

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

Colorless to light yellow liquid

2-CHLORO-5-METHOXYPYRIDINE Basic Attributes

143.57

143.013794

DTXSID90569474

2933399090

Characteristics

22.1

1.7

Colorless to light yellow liquid

1.210±0.06 g/cm3 (20 ºC 760 Torr)

213.7±20.0℃ (760 Torr)

83.1±21.8℃

1.518

0.236mmHg at 25°C

Safety Information

22

Xn

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-CHLORO-5-METHOXYPYRIDINE Use and Manufacturing

4) 2-Chloro-5-methoxypyridine; To a solution of the 2-chloro-5-hydroxypyridine (1.30 g) and methyl iodide (1.25 ml) in N, N-dimethylformamide (26 ml) was added dropwise 28percent solution of sodium methoxide in methanol (2.0 ml), and the mixture was stirred at room temperature for 1.5 hours. Saturated aqueous ammonium chloride and ethyl acetate were added to the reaction liquid, then the phases were separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by chromatography on silica gel (hexane-ethyl acetate) to give 2-chloro-5-methoxypyridine (1.40 g, 98percent) as a solid. Synthesis of 1-[2-(5-hydroxy-5-trifluoromethyl-5-H-indeno[1, 2-b]pyridin-3-yloxy)-ethyl]-pyrrolidin-2-one (compound No. 430); Step 1; 2-chloro-5-methoxy-pyridine; Under a nitrogen atmosphere, potassium carbonate (5.52 g) was added to a mixture of 2-chloro-5-hydroxy-pyridine (2.591 g), methyl iodide (1.50 ml) and dimethylformamide (26 ml), and the mixture was stirred at room temperature for 18 hr. To the reaction mixture was added ethyl acetate and the mixture was placed in a separatory funnel. The organic layer was washed 4 times with aqueous ammonium chloride, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound (2.403 g, 84percent).

Computed Properties

Molecular Weight:143.57
XLogP3:1.7
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:143.0137915
Monoisotopic Mass:143.0137915
Topological Polar Surface Area:22.1
Heavy Atom Count:9
Complexity:89.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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