2,5-Dimethoxynicotinaldehyde

Base Information

• Chemical Name: 2,5-Dimethoxynicotinaldehyde
• CAS No.: 867267-26-3
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• DSSTox Substance ID: DTXSID30470914
• Nikkaji Number: J2.589.816H
• Wikidata: Q82299121
• Mol file: 867267-26-3.mol

Synonyms:2,5-dimethoxynicotinaldehyde;867267-26-3;2,5-dimethoxypyridine-3-carbaldehyde;SCHEMBL19330147;DTXSID30470914;AKOS005137943;AT33498

Chemical Property of 2,5-Dimethoxynicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 295.282°C at 760 mmHg
• Flash Point: 132.382°C
• PSA: 48.42000
• Density: 1.174g/cm³
• LogP: 0.91130
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

95% ^*data from raw suppliers

2,5-DIMETHOXYNICOTINALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(N=C1)OC)C=O

Technology Process of 2,5-Dimethoxynicotinaldehyde

There total 5 articles about 2,5-Dimethoxynicotinaldehyde 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: 89.0%

5-hydroxy-2-methoxy-pyridine-3-carbaldehyde (867267-31-0) + methyl iodide (74-88-4) → 2,5-dimethoxy-pyridine-3-carbaldehyde (867267-26-3)

Guidance literature:

5-hydroxy-2-methoxy-pyridine-3-carbaldehyde; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 0.166667h;

methyl iodide; In N,N-dimethyl-formamide; at 50 ℃; for 3h;

DOI:10.1039/b719776d

Reference yield: 56.0%

N-Formylpiperidine (2591-86-8) + 2,5-dimethoxypyridine (867267-24-1) → 2,5-dimethoxy-pyridine-4-carbaldehyde (867267-25-2) + 2,5-dimethoxy-pyridine-3-carbaldehyde (867267-26-3)

Guidance literature:

2,5-dimethoxypyridine; With methyllithium; diisopropylamine; In tetrahydrofuran; diethyl ether; at -40 - 0 ℃;

N-Formylpiperidine; In tetrahydrofuran; diethyl ether; at -40 ℃; for 2h;

DOI:10.1039/b719776d

Reference yield:

6-methoxypyridine-3-ol (51834-97-0) → 2,5-dimethoxy-pyridine-3-carbaldehyde (867267-26-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: MeLi; diisopropylamine / tetrahydrofuran / 3 h / 0 °C

2.2: 64 percent / tetrahydrofuran / 2 h / -40 °C

3.1: 87 percent / TBAF / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: K₂CO₃ / dimethylformamide / 3 h / 50 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; methyllithium; potassium carbonate; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-871946

upstream raw materials:

N-Formylpiperidine

2,5-dimethoxypyridine

5-hydroxy-2-methoxy-pyridine-3-carbaldehyde

methyl iodide