Pyridine, 2-chloro-5-(fluoromethyl)- (9CI)

Base Information

• Chemical Name: Pyridine, 2-chloro-5-(fluoromethyl)- (9CI)
• CAS No.: 253686-24-7
• Molecular Formula: C₆H₅ClFN
• Molecular Weight: 145.564
• Mol file: 253686-24-7.mol

Synonyms:Pyridine, 2-chloro-5-(fluoromethyl)- (9CI)

Chemical Property of Pyridine, 2-chloro-5-(fluoromethyl)- (9CI)

Chemical Property:

• PSA: 12.89000
• LogP: 2.20450

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-5-(fluoromethyl)-Pyridine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyridine, 2-chloro-5-(fluoromethyl)- (9CI)

There total 3 articles about Pyridine, 2-chloro-5-(fluoromethyl)- (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: 49.0%

6-chloro-α-methanesulfonyloxy-3-picoline (133457-49-5) → 6-chloro-α-fluoro-3-picoline (253686-24-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo990994f

Reference yield:

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 6-chloro-α-fluoro-3-picoline (253686-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / borane dimethyl sulfide complex / tetrahydrofuran / 16 h / Heating

2: 76 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

3: 49 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / Heating

With dimethylsulfide borane complex; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Substitution / 3: Substitution;

DOI:10.1021/jo990994f

Reference yield:

2-Chloro-5-hydroxymethylpyridine (21543-49-7) → 6-chloro-α-fluoro-3-picoline (253686-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

2: 49 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / Heating

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Substitution;

DOI:10.1021/jo990994f

upstream raw materials:

6-chloro-α-methanesulfonyloxy-3-picoline

6-Chloro-3-pyridinecarboxylic acid

2-Chloro-5-hydroxymethylpyridine

Refernces