3-(chloromethyl)-5-fluoropyridine

Base Information

• Chemical Name: 3-(chloromethyl)-5-fluoropyridine
• CAS No.: 39891-37-7
• Molecular Formula: C₆H₅ClFN
• Molecular Weight: 145.564
• Mol file: 39891-37-7.mol

Synonyms:3-(chloromethyl)-5-fluoropyridine

Chemical Property of 3-(chloromethyl)-5-fluoropyridine

Chemical Property:

• Vapor Pressure: 0.726mmHg at 25°C
• Boiling Point: 191.1±25.0 °C(Predicted)
• PKA: 2.03±0.20(Predicted)
• Density: 1.270±0.06 g/cm3(Predicted)

Purity/Quality:

98%min ^*data from raw suppliers

3-(chloromethyl)-5-fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(chloromethyl)-5-fluoropyridine

There total 4 articles about 3-(chloromethyl)-5-fluoropyridine 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: 87.0%

(5-fluoropyridin-3-yl)methanol (22620-32-2) → 3-(chloromethyl)-5-fluoropyridine (39891-37-7)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; for 6h;

Reference yield:

5-fluoropyridine-3-carboxylic acid (402-66-4) → 3-(chloromethyl)-5-fluoropyridine (39891-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 0 - 20 °C

2.1: thionyl chloride / dichloromethane / 2 h / 0 - 20 °C

With thionyl chloride; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

5-fluoro-3-pyridinecarboxylic acid methyl ester (455-70-9) → 3-(chloromethyl)-5-fluoropyridine (39891-37-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 6 h / 0 - 20 °C

With lithium aluminium tetrahydride; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

5-fluoropyridine-3-carboxylic acid

(5-fluoropyridin-3-yl)methanol

5-fluoro-3-pyridinecarboxylic acid methyl ester

Refernces

• 1、 -. "SUBSTITUTED 1H-IMIDAZO[4,5-B]PYRIDIN-2(3H)-ONES AND THEIR USE AS GLUN2B RECEPTOR MODULATORS". Page/Page column 140; 141. . Retrieved 2018/04/23.