2-Ethynyl-6-methoxypyridine

Base Information

• Chemical Name: 2-Ethynyl-6-methoxypyridine
• CAS No.: 512197-92-1
• Molecular Formula: C8H7NO
• Molecular Weight: 133.14728
• Hs Code.: 2933399990
• European Community (EC) Number: 848-564-4
• DSSTox Substance ID: DTXSID90432154
• Wikidata: Q82246213
• Mol file: 512197-92-1.mol

Synonyms:2-ETHYNYL-6-METHOXYPYRIDINE;512197-92-1;Pyridine, 2-ethynyl-6-methoxy- (9CI);pyridine,2-ethynyl-6-methoxy-;SCHEMBL6161278;DTXSID90432154;MFCD11109683;AKOS006306659;AS-62795;CS-0037747;EN300-101973;Z1198312689

Chemical Property of 2-Ethynyl-6-methoxypyridine

Chemical Property:

• Boiling Point: 206.3±25.0 °C(Predicted)
• PKA: 0.43±0.12(Predicted)
• PSA: 22.12000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.07150
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

98%min ^*data from raw suppliers

2-Ethynyl-6-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=N1)C#C

Technology Process of 2-Ethynyl-6-methoxypyridine

There total 4 articles about 2-Ethynyl-6-methoxypyridine 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: 99.0%

2-(2,2-dibromovinyl)-6-methoxypyridine → 2-ethynyl-6-methoxypyridine (512197-92-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 12h;

Reference yield:

2-methoxy-6-((trimethylsilyl)ethynyl)pyridine (891772-08-0) → 2-ethynyl-6-methoxypyridine (512197-92-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/jacs.1c01354

Reference yield:

2-iodo-6-methoxypyridine (182275-70-3) → 2-ethynyl-6-methoxypyridine (512197-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; copper (I) iodide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / 0.17 h / 20 °C / Inert atmosphere; Schlenk technique; Sealed tube

1.2: 16 h / 20 °C / Inert atmosphere; Schlenk technique; Sealed tube

2.1: potassium carbonate / methanol / 2 h / 20 °C

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); copper (I) iodide; potassium carbonate; triethylamine; In methanol;

DOI:10.1021/jacs.1c01354

upstream raw materials:

2-methoxy-6-((trimethylsilyl)ethynyl)pyridine

2-iodo-6-methoxypyridine

6-methoxypyridine-2-carbaldehyde