methyl 3-fluoro-5-hydroxypyridine-2-carboxylate

Base Information

• Chemical Name: methyl 3-fluoro-5-hydroxypyridine-2-carboxylate
• CAS No.: 1256836-96-0
• Molecular Formula: C₇H₆FNO₃
• Molecular Weight: 171.128
• Mol file: 1256836-96-0.mol

Synonyms:

Chemical Property of methyl 3-fluoro-5-hydroxypyridine-2-carboxylate

Chemical Property:

Purity/Quality:

99%min. ^*data from raw suppliers

methyl3-fluoro-5-hydroxypyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-fluoro-5-hydroxypyridine-2-carboxylate

There total 5 articles about methyl 3-fluoro-5-hydroxypyridine-2-carboxylate 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: 31.0%

methanol (67-56-1) + 3,5-difluoropyridine-2-carboxylic acid (745784-04-7) → methyl 3-fluoro-5-hydroxypyridine-2-carboxylate (1256836-96-0)

Guidance literature:

3,5-difluoropyridine-2-carboxylic acid; With lithium hydroxide; In tetrahydrofuran; water; at 100 ℃; for 18h;

methanol; With thionyl chloride; at 70 ℃; for 18h;

Reference yield:

methyl 5-bromo-3-fluoro-pyridine-2-carboxylate (1211538-72-5) → methyl 3-fluoro-5-hydroxypyridine-2-carboxylate (1256836-96-0)

Guidance literature:

methyl 5-bromo-3-fluoro-pyridine-2-carboxylate; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; bis(pinacol)diborane; tricyclohexylphosphine; In 1,4-dioxane; at 90 ℃; for 16h; Inert atmosphere;

With dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;

Reference yield:

3,5-difluoropyridine-2-carboxylic acid (745784-04-7) + methyl iodide (74-88-4) → methyl 3-fluoro-5-hydroxypyridine-2-carboxylate (1256836-96-0) + 5-fluoro-3-hydroxypicolinic acid

Guidance literature:

3,5-difluoropyridine-2-carboxylic acid; With lithium hydroxide monohydrate; In water; at 100 ℃; for 20h; Sealed tube;

methyl iodide; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 64h; Overall yield = 1.18 g;

upstream raw materials:

3,5-difluoropyridine-2-carboxylic acid

methyl iodide

methanol

5-bromo-3-fluoropyridine-2-carbonitrile

Refernces

• 1、 -. "Iminothiadiazine Dioxide Compounds as BACE Inhibitors, Compositions and Their Use". Paragraph 0543. . Retrieved 2015/11/16.