3-ethynyl-6-methoxypicoline

Base Information

• Chemical Name: 3-ethynyl-6-methoxypicoline
• CAS No.: 1211588-74-7
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177
• Mol file: 1211588-74-7.mol

Synonyms:3-ethynyl-6-methoxypicoline

Chemical Property of 3-ethynyl-6-methoxypicoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 3-ethynyl-6-methoxypicoline

There total 2 articles about 3-ethynyl-6-methoxypicoline 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: 81.0%

C9H9Br2NO → 3-ethynyl-6-methoxypicoline (1211588-74-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.08333h; Inert atmosphere;

DOI:10.1021/jacs.7b06007

Reference yield:

6-methoxy-2-methylpyridine-3-carboxaldehyde (156094-77-8) → 3-ethynyl-6-methoxypicoline (1211588-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine / dichloromethane / 0.28 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.08 h / -78 °C / Inert atmosphere

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jacs.7b06007

Reference yield: 61.0%

3-ethynyl-6-methoxypicoline (1211588-74-7) + 2-iodocyclohex-2-en-1-one (33948-36-6) → 2-((6-methoxy-2-methylpyridin-3-yl)ethynyl)cyclohex-2-enone

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.7b06007

upstream raw materials:

6-methoxy-2-methylpyridine-3-carboxaldehyde