4-Chloro-3-fluoro-2-methylpyridine

Base Information

• Chemical Name: 4-Chloro-3-fluoro-2-methylpyridine
• CAS No.: 1195251-01-4
• Molecular Formula: C₆H₅ClFN
• Molecular Weight: 145.564
• Hs Code.: 2933399990
• European Community (EC) Number: 867-047-4
• DSSTox Substance ID: DTXSID70595852
• Wikidata: Q82490947
• Mol file: 1195251-01-4.mol

Synonyms:4-Chloro-3-fluoro-2-methylpyridine;1195251-01-4;Pyridine, 4-chloro-3-fluoro-2-methyl-;SCHEMBL1507127;DTXSID70595852;QKONHJYDMVSGAL-UHFFFAOYSA-N;VXB25101;MFCD16610395;AKOS016007438;AS-63061;DB-358039;CS-0146042;EN300-88323;C71651;A892546

Chemical Property of 4-Chloro-3-fluoro-2-methylpyridine

Chemical Property:

• Boiling Point: 155.9±35.0 °C(Predicted)
• PKA: 2.95±0.10(Predicted)
• PSA: 12.89000
• Density: 1.264±0.06 g/cm3(Predicted)
• LogP: 2.18250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.0094550
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-3-fluoro-2-methylpyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CC(=C1F)Cl

Technology Process of 4-Chloro-3-fluoro-2-methylpyridine

There total 1 articles about 4-Chloro-3-fluoro-2-methylpyridine 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: 56.0%

4-chloro-3-fluoro-pyridine (2546-56-7) + methyl iodide (74-88-4) → 4-chloro-3-fluoro-2-methylpyridine (1195251-01-4)

Guidance literature:

4-chloro-3-fluoro-pyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexanes; at -78 - 0 ℃;

methyl iodide; In tetrahydrofuran; hexanes; at -78 - 20 ℃;

Reference yield: 23.0%

5-chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester (866625-02-7) + 4-chloro-3-fluoro-2-methylpyridine (1195251-01-4) → methyl 5-chloro-2-(3-fluoro-2-methylpyridin-4-yl)benzoate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

4-chloro-3-fluoro-2-methylpyridine (1195251-01-4) → 5-chloro-2-(3-fluoro-2-methylpyridin-4-yl)benzoic acid

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere; Microwave irradiation

2: lithium hydroxide; water / tetrahydrofuran; methanol / 12 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; caesium carbonate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1: |Suzuki Coupling;

upstream raw materials:

4-chloro-3-fluoro-pyridine

methyl iodide

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