Methyl 5-fluoro-2-Methoxynicotinate

Base Information

• Chemical Name: Methyl 5-fluoro-2-Methoxynicotinate
• CAS No.: 122433-52-7
• Molecular Formula: C8H8FNO3
• Molecular Weight: 185.1524232
• Hs Code.: 2933399990
• Mol file: 122433-52-7.mol

Synonyms:Methyl 5-fluoro-2-Methoxynicotinate

Chemical Property of Methyl 5-fluoro-2-Methoxynicotinate

Chemical Property:

• Boiling Point: 237.9±40.0 °C(Predicted)
• PKA: -1.06±0.20(Predicted)
• PSA: 48.42000
• Density: 1.244±0.06 g/cm3(Predicted)
• LogP: 1.01590
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-fluoro-2-methoxypyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-fluoro-2-Methoxynicotinate

There total 4 articles about Methyl 5-fluoro-2-Methoxynicotinate 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: 79.0%

methanol (67-56-1) + 3-bromo-5-fluoro-2-methoxypyridine (884494-81-9) + carbon monoxide (201230-82-2) → 5-fluoro-2-methoxynicotinic acid methyl ester (122433-52-7)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; at 100 ℃; under 5171.62 Torr;

Reference yield:

2-methoxynicotinic acid methyl ester (67367-26-4) → 5-fluoro-2-methoxynicotinic acid methyl ester (122433-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / trifluoroacetic anhydride, ammonium nitrate / 2 h

2: 85 percent / SnCl₂*2H₂O / ethyl acetate / 0.33 h / Heating

3: 1.) 23percent H₂SiF₆, HOAc, butyl nitrite / 2.) xylene, 130 deg C, 15 min

With fluorosilicic acid; ammonium nitrate; n-Butyl nitrite; acetic acid; trifluoroacetic anhydride; tin(ll) chloride; In ethyl acetate;

DOI:10.1021/jm00169a005

Reference yield:

methyl 5-nitro-2-methoxynicotinate (122433-50-5) → 5-fluoro-2-methoxynicotinic acid methyl ester (122433-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / SnCl₂*2H₂O / ethyl acetate / 0.33 h / Heating

2: 1.) 23percent H₂SiF₆, HOAc, butyl nitrite / 2.) xylene, 130 deg C, 15 min

With fluorosilicic acid; n-Butyl nitrite; acetic acid; tin(ll) chloride; In ethyl acetate;

DOI:10.1021/jm00169a005

upstream raw materials:

methyl 5-amino-2-methoxynicotinate

2-methoxynicotinic acid methyl ester

methyl 5-nitro-2-methoxynicotinate

methanol

Downstream raw materials:

5-fluoro-2-methoxy-pyridine-3-carboxylic acid

5-fluoro-2-methoxypyridine-3-carbaldehyde

(5-fluoro-2-methoxypyridin- 3-yl)methanol

Refernces

• 1、 Sarges,Goldstein,Welch,Swindell,Siegel,Beyer. "Spiro hydantoin aldose reductase inhibitors derived from 8-aza-4-chromanones". . p. 1859 - 1865. Retrieved 2007/10/02.