5-fluoro-6-methylnicotinic acid methyl ester

Base Information

• Chemical Name: 5-fluoro-6-methylnicotinic acid methyl ester
• CAS No.: 1253383-91-3
• Molecular Formula: C₈H₈FNO₂
• Molecular Weight: 169.155
• Hs Code.: 2933399990

Synonyms:5-fluoro-6-methylnicotinic acid methyl ester

Chemical Property of 5-fluoro-6-methylnicotinic acid methyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Methyl 5-fluoro-6-methylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Fluoro-6-methylnicotinic Acid Methyl Ester is a useful reactant in the preparation of RORγ inhibitors containing sulfonyl in the structure.

Technology Process of 5-fluoro-6-methylnicotinic acid methyl ester

There total 5 articles about 5-fluoro-6-methylnicotinic acid methyl ester 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%

Trimethylboroxine (823-96-1) + methyl 6-bromo-5-fluoronicotinate (1214336-88-5) → 5-fluoro-6-methylnicotinic acid methyl ester (1253383-91-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 110 ℃; for 18h; Inert atmosphere; Sealed tube;

Reference yield: 61.6%

2-chloro-5-fluoro-6-methylnicotinic acid methyl ester (1253383-90-2) → 5-fluoro-6-methylnicotinic acid methyl ester (1253383-91-3)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In methanol; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 5-fluoro-6-methylnicotinic acid methyl ester (1253383-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C

2: dichloromethane / 1 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane / 20 h / 110 °C

4: palladium on activated charcoal; sodium acetate; hydrogen / ethyl acetate / 20 °C / 760.05 Torr

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; palladium on activated charcoal; hydrogen; sodium acetate; potassium carbonate; N,N-dimethyl-formamide; In 1,4-dioxane; dichloromethane; ethyl acetate;

upstream raw materials:

2-chloro-5-fluoro-6-methylnicotinic acid methyl ester

methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

2,6-dichloro-5-fluoro-3-nicotinoyl chloride

Downstream raw materials:

5-fluoro-6-methylnicotinic acid

5-fluoro-6-methylpyridin-3-amine

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