5,6-Dimethoxypicolinaldehyde

Base Information

• Chemical Name: 5,6-Dimethoxypicolinaldehyde
• CAS No.: 106331-68-4
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.162
• Hs Code.: 2933399090
• Mol file: 106331-68-4.mol

Synonyms:5,6-Dimethoxypicolinaldehyde

Chemical Property of 5,6-Dimethoxypicolinaldehyde

Chemical Property:

• Boiling Point: 257.7 °C at 760 mmHg
• PKA: 1.88±0.10(Predicted)
• Flash Point: 109.7 °C
• PSA: 48.42000
• Density: 1.174 g/cm³
• LogP: 0.91130
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5,6-Dimethoxypicolinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6-Dimethoxypicolinaldehyde

There total 3 articles about 5,6-Dimethoxypicolinaldehyde 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: 66.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2,3-dimethoxy-6-iodo-pyridine (321535-23-3,1138444-04-8) → 5,6-dimethoxypicolinaldehyde (106331-68-4)

Guidance literature:

2,3-dimethoxy-6-iodo-pyridine; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -70 ℃; for 1.5h;

Reference yield:

2-bromo-6-iodo-3-methoxypyridine (321535-37-9) → 5,6-dimethoxypicolinaldehyde (106331-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 100 °C

2: n-butyllithium / tetrahydrofuran / -78 °C

With n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1111/j.1747-0285.2010.00991.x

Reference yield:

→ 5,6-dimethoxypicolinaldehyde (106331-68-4)

Guidance literature:

With manganese(IV) oxide; In acetonitrile; for 24h;

upstream raw materials:

N,N-dimethyl-formamide

2,3-dimethoxy-6-iodo-pyridine

2-bromo-6-iodo-3-methoxypyridine

Downstream raw materials:

5,6-dimethoxy-1H-pyrrolo[3,2-b]pyridine

3-bromo-5,6-dimethoxy-1H-pyrrolo[3,2-b]pyridine

t-butyl 5,6-dimethoxy-3-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]pyrrolo[3,2-b]pyridine-1-carboxylate

t-Butyl 3-[4-chloro-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-5,6-dimethoxypyrrolo[3,2-b]pyridine-1-carboxylate

Refernces

• 1、 -. "CHROMEN-4-ONE DERIVATIVES, SUCH AS E.G. FLAVONES, FOR USE AS CK2 INHIBITORS FOR THE TREATMENT OF NEUROINFLAMMATION". Sheet 41. . Retrieved 2021/11/26.
• 2、 Nemecek, Conception,Metz, William A.,Wentzler, Sylvie,Ding, Fa-Xiang,Venot, Corinne,Souaille, Catherine,Dagallier, Anne,Maignan, Sebastien,Guilloteau, Jean-Pierre,Bernard, Francois,Henry, Alain,Grapinet, Sandrine,Lesuisse, Dominique. "Design of potent IGF1-R inhibitors related to bis-azaindoles". scheme or table. p. 100 - 106. Retrieved 2011/03/19.