3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide

Base Information

• Chemical Name: 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide
• CAS No.: 251353-79-4
• Molecular Formula: C₂₁H₁₈ClIN₂O
• Molecular Weight: 476.744
• Mol file: 251353-79-4.mol

Synonyms:3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide

Chemical Property of 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide

There total 4 articles about 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide 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:

3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid phenylamide (251353-78-3) + methyl iodide (74-88-4) → 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide (251353-79-4)

Guidance literature:

3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid phenylamide; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Further stages.;

DOI:10.1021/ol016809d

Reference yield:

2-iodoyl-3,5-dichlorobenzoic acid (15396-37-9) → 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide (251353-79-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 121 g / (MeO)3B; BH₃*Me₂S / tetrahydrofuran / 18 h / 20 °C

2.1: PPh₃; Br₂ / acetonitrile / 1 h / 20 °C

3.1: LDA; t-BuOMe / various solvent(s); tetrahydrofuran / -30 - 0 °C

4.1: NaH / dimethylformamide / 1 h / 0 °C

4.2: 10 g / dimethylformamide / 0.25 h / 0 °C

With Trimethyl borate; tert-butyl methyl ether; dimethylsulfide borane complex; bromine; sodium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ol016809d

Reference yield:

5-chloro-2-iodobenzyl alcohol (82386-90-1) → 3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid methyl-phenyl-amide (251353-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PPh₃; Br₂ / acetonitrile / 1 h / 20 °C

2.1: LDA; t-BuOMe / various solvent(s); tetrahydrofuran / -30 - 0 °C

3.1: NaH / dimethylformamide / 1 h / 0 °C

3.2: 10 g / dimethylformamide / 0.25 h / 0 °C

With tert-butyl methyl ether; bromine; sodium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ol016809d

upstream raw materials:

3-[2-(5-chloro-2-iodo-phenyl)-ethyl]-pyridine-2-carboxylic acid phenylamide

methyl iodide

2-iodoyl-3,5-dichlorobenzoic acid

5-chloro-2-iodobenzyl alcohol

Downstream raw materials:

8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

Refernces

• 1、 Poirier, Marc,Chen, Frank,Bernard, Charles,Wong, Yee-Shing,Wu, George G.. "An anion-induced regio- and chemoselective acylation and its application to the synthesis of an anticancer agent". . p. 3795 - 3798. Retrieved 2007/10/03.