6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid

Base Information

• Chemical Name: 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid
• CAS No.: 892666-04-5
• Molecular Formula: C₁₃H₁₀ClNO₃
• Molecular Weight: 263.68
• Mol file: 892666-04-5.mol

Synonyms:6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid

Chemical Property of 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid

There total 5 articles about 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid 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: 76.0%

ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate (892663-09-1) → 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid (892666-04-5)

Guidance literature:

ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate; With sodium thiomethoxide; In N,N-dimethyl-formamide; at 100 ℃; for 2.5h;

With water; In N,N-dimethyl-formamide;

Reference yield:

ethyl 6-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-2-pyridinecarboxylate → 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid (892666-04-5)

Guidance literature:

With sodium thiomethoxide; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/j.bmcl.2008.01.071

Reference yield:

diethyl-2,6-pyridinedicarbonyl ester (15658-60-3) → 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylic acid (892666-04-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol / 20 °C

2: thionyl chloride / dichloromethane / 1 h / 10 - 25 °C

3: water; sodium hydroxide / ethanol / 0.17 h

4: aluminum (III) chloride / 6 h / 180 °C

With aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; water; sodium hydroxide; In ethanol; dichloromethane; 4: Friedel Crafts alkylation;

DOI:10.1021/op100072y

upstream raw materials:

ethyl 6-[(5-chloro-2-{[(4-chloro-2-fluorophenyl)methyl]oxy}phenyl)methyl]-2-pyridinecarboxylate

diethyl-2,6-pyridinedicarbonyl ester

ethyl 6-(hydroxymethyl)pyridine-2-carboxylate

ethyl 6-chloromethylpyridine-2-carboxylate

Downstream raw materials:

ethyl 6-((5-chloro-2-hydroxyphenyl)methyl)-2-pyridinecarboxylate