2-chloro-5-hydroxyisonicotinaldehyde

Base Information

• Chemical Name: 2-chloro-5-hydroxyisonicotinaldehyde
• CAS No.: 1060804-53-6
• Molecular Formula: C6H4ClNO2
• Molecular Weight: 157.55400
• Hs Code.: 2933399090
• Mol file: 1060804-53-6.mol

Synonyms:2-chloro-5-hydroxyisonicotinaldehyde;2-CHLORO-5-HYDROXYPYRIDINE-4-CARBOXALDEHYDE;2-CHLORO-5-HYDROXY-PYRIDINE-4-CARBALDEHYDE;

Chemical Property of 2-chloro-5-hydroxyisonicotinaldehyde

Chemical Property:

• Boiling Point: 353.3±37.0 °C(Predicted)
• PKA: 6.71±0.10(Predicted)
• PSA: 50.19000
• Density: 1.504±0.06 g/cm3(Predicted)
• LogP: 1.25310
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-hydroxyisonicotinaldehyde 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-chloro-5-hydroxyisonicotinaldehyde

There total 3 articles about 2-chloro-5-hydroxyisonicotinaldehyde 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: 63.0%

2-chloro-5-(methoxymethoxy)pyridine-4-carbaldehyde (1282516-32-8) → 2-chloro-5-hydroxypyridine-4-carbaldehyde (1060804-53-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 - 60 ℃; for 19h;

Reference yield:

2-chloro-5-(methoxymethoxy)pyridine (877133-56-7) → 2-chloro-5-hydroxypyridine-4-carbaldehyde (1060804-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.33 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -80 - -70 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 60 °C

With hydrogenchloride; tert.-butyl lithium; In tetrahydrofuran; water; pentane;

Reference yield:

6-chloropyridine-3-ol (41288-96-4) → 2-chloro-5-hydroxypyridine-4-carbaldehyde (1060804-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 10 - 20 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.33 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -80 - -70 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 60 °C

With hydrogenchloride; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide; pentane;

upstream raw materials:

6-chloropyridine-3-ol

2-chloro-5-(methoxymethoxy)pyridine

2-chloro-5-(methoxymethoxy)pyridine-4-carbaldehyde

Downstream raw materials:

methyl 5-chlorofuro[2.3-c]pyridine-2-carboxylate

5-chlorofuro[2,3-c]pyridine-2-carboxylic acid

N-[[4-(benzenesulfonyl)phenyl]methyl]-5-chlorofuro[2,3-c]pyridine-2-carboxamide

N-[[4-(benzenesulfonyl)phenyl]methyl]-5-[(diphenylmethylidene)amino]furo[2.3-c]pyridine-2-carboxamide

Refernces

• 1、 Zak, Mark,Yuen, Po-Wai,Liu, Xiongcai,Patel, Snahel,Sampath, Deepak,Oeh, Jason,Liederer, Bianca M.,Wang, Weiru,O'Brien, Thomas,Xiao, Yang,Skelton, Nicholas,Hua, Rongbao,Sodhi, Jasleen,Wang, Yunli,Zhang, Lei,Zhao, Guiling,Zheng, Xiaozhang,Ho, Yen-Ching,Bair, Kenneth W.,Dragovich, Peter S.. "Minimizing CYP2C9 Inhibition of Exposed-Pyridine NAMPT (Nicotinamide Phosphoribosyltransferase) Inhibitors". . p. 8345 - 8368. Retrieved 2016/10/03.