methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate

Base Information

• Chemical Name: methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate
• CAS No.: 1395985-67-7
• Molecular Formula: C₁₄H₁₀F₃NO₃S
• Molecular Weight: 329.3
• Mol file: 1395985-67-7.mol

Synonyms:methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate

Chemical Property of methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate

There total 5 articles about methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-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: 60.0%

methyl 6-[2,6-difluoro-4-(methylthio)phenyl]-5-fluoropyridine-2-carboxylate (1355011-26-5) → methyl 6-[2,6-difluoro-4-(methylsulfonyl)phenyl]-5-fluoropyridine-2-carboxylate (1355011-27-6) + methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate (1395985-67-7)

Guidance literature:

With Oxone; In dichloromethane; at 20 ℃; for 96h;

Reference yield: 23.0%

methyl 6-[2,6-difluoro-4-(methylthio)phenyl]-5-fluoropyridine-2-carboxylate (1355011-26-5) → methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate (1395985-67-7)

Guidance literature:

With oxone; In dichloromethane; at 20 - 30 ℃; for 2h;

Reference yield:

3,5-difluorobenzenethiol (99389-26-1) → methyl 6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxylate (1395985-67-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetonitrile / 2 h / 80 °C

2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 - -65 °C / Inert atmosphere

2.2: 2 h / 20 - 30 °C

3.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / water; 1,4-dioxane / 0.5 h / 120 °C / Sealed tube; Inert atmosphere

4.1: oxone / dichloromethane / 2 h / 20 - 30 °C

With oxone; n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

upstream raw materials:

methyl 6-[2,6-difluoro-4-(methylthio)phenyl]-5-fluoropyridine-2-carboxylate

3,5-difluorobenzenethiol

(3,5-difluorophenyl)(methyl)sulfane

2-(2,6-difluoro-4-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

N-{4-[(3S)-3-aminopiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

N-{4-[(3S,5R)-3-amino-5-methylpiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(methylsulfinyl)phenyl]-5-fluoropyridine-2-carboxamide

C₃₁H₃₄F₃N₅O₅S

C₃₂H₃₆F₃N₅O₅S