5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide

Base Information

• Chemical Name: 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide
• CAS No.: 1428631-15-5
• Molecular Formula: C₁₈H₁₇FN₂O
• Molecular Weight: 296.344
• Mol file: 1428631-15-5.mol

Synonyms:

Chemical Property of 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide

There total 4 articles about 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide 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:

5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid (1403771-21-0) + isobutylamine (78-81-9) → 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide (1428631-15-5)

Guidance literature:

5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

isobutylamine; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/jm401028t

Reference yield:

1-ethynyl-3-fluoro-benzene (2561-17-3) → 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide (1428631-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine / N,N-dimethyl-formamide / 0.75 h / 90 °C / Inert atmosphere

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling;

DOI:10.1021/jm401028t

Reference yield:

5-bromoisonicotinic acid (30766-11-1) → 5-((3-fluorophenyl)ethynyl)-N-isobutylpicolinamide (1428631-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine / N,N-dimethyl-formamide / 0.75 h / 90 °C / Inert atmosphere

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling;

DOI:10.1021/jm401028t

upstream raw materials:

1-ethynyl-3-fluoro-benzene

5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid

isobutylamine

5-bromoisonicotinic acid