4-(dimethylamino)picolinaldehyde

Base Information

• Chemical Name: 4-(dimethylamino)picolinaldehyde
• CAS No.: 59886-58-7
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.18
• Mol file: 59886-58-7.mol

Synonyms:N,N-dimethyl-4-aminopyridin-2-carbaldehyde

Chemical Property of 4-(dimethylamino)picolinaldehyde

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4-(Dimethylamino)picolinaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(dimethylamino)picolinaldehyde

There total 8 articles about 4-(dimethylamino)picolinaldehyde 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: 80.6%

2-hydroxymethyl-4-dimethylaminopyridine (14540-17-1) → N,N-dimethyl-4-aminopyridin-2-carbaldehyde (59886-58-7)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 100 ℃; for 3h;

DOI:10.1021/ic4004214

Reference yield: 76.0%

4-N,N'-dimethylamino-2-methoxycarbonylpyridine (30911-90-1) → N,N-dimethyl-4-aminopyridin-2-carbaldehyde (59886-58-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -60 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2019.06.022

Reference yield: 53.0%

dmap (1122-58-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-dimethyl-4-aminopyridin-2-carbaldehyde (59886-58-7)

Guidance literature:

dmap; With n-butyllithium; 2-(N,N-dimethylamino)ethanol; In hexane; at -10 ℃; for 2h; Inert atmosphere;

N,N-dimethyl-formamide; With hydrogenchloride; In tetrahydrofuran; water; at -78 ℃; for 1h; Inert atmosphere;

upstream raw materials:

dmap

N,N-dimethyl-formamide

2-Picolinic acid

4-Chloro-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

4-(dimethylamino)picolinaldehyde N,N-dibenzylhydrazone

Refernces

• 1、 Lu, Chaocao,Htan, Bu,Fu, Shitao,Ma, Chunmiao,Gan, Quan. "Substituent effects on the isomerization of hydrazone switches driven by the intramolecular hydrogen bond". . p. 4010 - 4016. Retrieved 2019/07/03.
• 2、 -. "METAL CHELATOR FOR INDUCTION OF HSP70". Paragraph 0057-0060. . Retrieved 2017/01/31.