Pyridine, 2-fluoro-3-methoxy- (9CI)

Base Information

• Chemical Name: Pyridine, 2-fluoro-3-methoxy- (9CI)
• CAS No.: 163234-74-0
• Molecular Formula: C6H6FNO
• Molecular Weight: 127.1163432
• Hs Code.: 2933399090
• Mol file: 163234-74-0.mol

Synonyms:2-Fluoro-3-methoxypyridine;

Chemical Property of Pyridine, 2-fluoro-3-methoxy- (9CI)

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Refractive Index: 1.471
• Boiling Point: 190.8 ºC at 760 mmHg
• PKA: 0.22±0.10(Predicted)
• Flash Point: 69.2 ºC
• PSA: 22.12000
• Density: 1.146 g/cm³
• LogP: 1.22930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Fluoro-3-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyridine, 2-fluoro-3-methoxy- (9CI)

There total 5 articles about Pyridine, 2-fluoro-3-methoxy- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-fluoro-3-hydroxypyridine (174669-74-0) + methyl iodide (74-88-4) → 2-fluoro-3-methoxypyridine (163234-74-0)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 1h;

Reference yield: 95.0%

3-methoxy-2-nitropyridine (20265-37-6) → 2-fluoro-3-methoxypyridine (163234-74-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In dimethyl sulfoxide; at 25 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Anhydrous conditions;

DOI:10.1016/j.tetlet.2010.02.042

Reference yield:

2-fluoropyridine (372-48-5) → 2-fluoro-3-methoxypyridine (163234-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: 1 h / -78 - 0 °C / Inert atmosphere

2.1: potassium carbonate / acetone / Reflux

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetone;

DOI:10.1021/jm201475u

upstream raw materials:

2-fluoro-3-hydroxypyridine

methyl iodide

3-methoxy-2-nitropyridine

2-fluoropyridine

Downstream raw materials:

2-fluoro-3-methoxypyridin-4-ol

2-{[(3R,6R)-1-{[3-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}-6-methylpiperidin-3-yl]oxy}-3-methoxypyridin-4-carbonitrile

Refernces

• 1、 -. "HYDROXYMETHYL PIPERIDINE OREXIN RECEPTOR ANTAGONISTS". Page/Page column 34. . Retrieved 2016/06/28.
• 2、 -. "C-H FLUORINATION OF HETEROCYCLES WITH SILVER (II) FLUORIDE". Paragraph 00123. . Retrieved 2015/02/19.