Methyl 2-ethynylnicotinate

Base Information

• Chemical Name: Methyl 2-ethynylnicotinate
• CAS No.: 379670-43-6
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Mol file: 379670-43-6.mol

Synonyms:Methyl 2-ethynylnicotinate

Chemical Property of Methyl 2-ethynylnicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 0.84950

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-ethynylnicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-ethynylnicotinate

There total 2 articles about Methyl 2-ethynylnicotinate 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: 56.0%

methyl 2-((trimethylsilyl)ethynyl)nicotinate (379670-41-4) → methyl 2-ethynylnicotinate (379670-43-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 0.333333h;

DOI:10.1016/j.ejmech.2012.07.001

Reference yield:

methyl 2-chloropyridine-3-carboxylate (40134-18-7) → methyl 2-ethynylnicotinate (379670-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; 5% Pd/C; N-ethyl-N,N-diisopropylamine; triphenylphosphine / 8 h / 80 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C

With copper(l) iodide; 5% Pd/C; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.ejmech.2012.07.001

Reference yield: 84.0%

methyl 2-ethynylnicotinate (379670-43-6) → 2-ethenyl-3-pyridinecarboxylic acid methyl ester (103441-72-1)

Guidance literature:

With hydrogen; palladium; In ethyl acetate; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2012.07.001

upstream raw materials:

methyl 2-chloropyridine-3-carboxylate

methyl 2-((trimethylsilyl)ethynyl)nicotinate

Downstream raw materials:

2-ethenyl-3-pyridinecarboxylic acid methyl ester

7,8-Dihydro-1,6-Naphthyridine-5(6H)-one