(6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE

Base Information

• Chemical Name: (6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE
• CAS No.: 872088-10-3
• Molecular Formula: C13H10 Cl N O
• Molecular Weight: 231.681
• Mol file: 872088-10-3.mol

Synonyms:(6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE

Chemical Property of (6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE

Chemical Property:

• Vapor Pressure: 5.38E-05mmHg at 25°C
• Boiling Point: 347.4°C at 760 mmHg
• Flash Point: 163.9°C
• PSA: 29.96000
• Density: 1.225g/cm³
• LogP: 3.27440

Purity/Quality:

99%min ^*data from raw suppliers

2-Chloro-5-(2-methylbenzoyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE

There total 4 articles about (6-CHLOROPYRIDIN-3-YL)-O-TOLYL-METHANONE 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: 89.0%

ortho-tolylmagnesium bromide (932-31-0) + 6-chloro-N-methoxy-N-methylpyridine-3-carboxamide (149281-42-5) → 2-methylphenyl-2-chloropyrid-5-ylketone (872088-10-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 5 - 20 ℃; for 19.25h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.12.032

Reference yield: 88.0%

6-Chloronicotinoyl chloride (58757-38-3) + o-tolyl magnesium chloride (33872-80-9) → 2-methylphenyl-2-chloropyrid-5-ylketone (872088-10-3)

Guidance literature:

With Bis<2-(N,N-dimethylamino)aethyl>aether; In tetrahydrofuran; cooling;

DOI:10.1021/ol052150q

Reference yield:

6-Chloronicotinoyl chloride (58757-38-3) → 2-methylphenyl-2-chloropyrid-5-ylketone (872088-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 10 - 15 °C / Inert atmosphere

2: tetrahydrofuran; diethyl ether / 19.25 h / 5 - 20 °C / Inert atmosphere

With triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2: Grignard reaction;

DOI:10.1016/j.bmcl.2011.12.032

upstream raw materials:

(2-methylphenyl)lithium

6-chloro-N-methoxy-N-methylpyridine-3-carboxamide

6-Chloronicotinoyl chloride

o-tolyl magnesium chloride

Downstream raw materials:

2-methylphenyl-2-chloropyrid-5-ylmethanol

{3-[(2-methylphenyl)(2-chloropyridin-5-yl)methoxy]azetidin-1-yl}piperidin-1-ylmethanone

3-(2-methylphenyl-2-chloropyrid-5-ylmethoxy)azetidine

Refernces

• 1、 Wang, Xiao-Jun,Zhang, Li,Sun, Xiufeng,Xu, Yibo,Krishnamurthy, Dhileepkumar,Senanayake, Chris H.. "Addition of Grignard reagents to aryl acid chlorides: An efficient synthesis of aryl ketones". . p. 5593 - 5595. Retrieved 2007/10/03.