4-chloro-5-fluoronicotinaldehyde

Base Information

• Chemical Name: 4-chloro-5-fluoronicotinaldehyde
• CAS No.: 1060802-34-7
• Molecular Formula: C₆H₃ClFNO
• Molecular Weight: 159.547
• Hs Code.: 2933399990
• Mol file: 1060802-34-7.mol

Synonyms:4-chloro-5-fluoronicotinaldehyde;4-chloro-5-fluoropyridine-3-carbaldehyde

Chemical Property of 4-chloro-5-fluoronicotinaldehyde

Chemical Property:

• Boiling Point: 215.7±35.0 °C(Predicted)
• PKA: 0.63±0.10(Predicted)
• PSA: 29.96000
• Density: 1.444±0.06 g/cm3(Predicted)
• LogP: 1.68660
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-5-fluoronicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-chloro-5-fluoronicotinaldehyde

There total 2 articles about 4-chloro-5-fluoronicotinaldehyde 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%

4-chloro-3-fluoro-pyridine (2546-56-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-chloro-5-fluoropyridine-3-carboxaldehyde (1060802-34-7)

Guidance literature:

4-chloro-3-fluoro-pyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 6.25h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

Reference yield: 3.0%

4-chloro-3-fluoro-pyridine (2546-56-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-chloro-5-fluoropyridine-3-carboxaldehyde (1060802-34-7) + 4-chloro-3-fluoro-2-formylpyridine (1260878-78-1)

Guidance literature:

4-chloro-3-fluoro-pyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0333333h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; Inert atmosphere;

DOI:10.1021/acs.joc.0c01168

Reference yield:

4-chloro-5-fluoropyridine-3-carboxaldehyde (1060802-34-7) → 3-chloro-2-{7-fluoro-4-[6-(1-hydroxyethyl)-pyrimidin-4-ylamino]-pyrazolo[4,3-c]pyridin-2-yl}-benzonitrile (1378038-50-6)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C

2: triethylamine; titanium tetrachloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3: toluene / 5 h / 105 °C

4: dihydrogen peroxide; methyltrioxorhenium(VII) / dichloromethane / 20 °C

5: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 70 °C / Inert atmosphere

6: trimethylsilyl bromide / propiononitrile / 3.5 h / 110 °C / Inert atmosphere

7: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 0.5 h / 150 °C / Inert atmosphere; Microwave irradiation

With sodium azide; trimethylsilyl bromide; dihydrogen peroxide; titanium tetrachloride; methyltrioxorhenium(VII); caesium carbonate; triethylamine; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; propiononitrile;

upstream raw materials:

4-chloro-3-fluoro-pyridine

N,N-dimethyl-formamide

Downstream raw materials:

4-azido-5-fluoro-pyridine-3-carbaldehyde

[2-(2,6-dichloro-4-cyanophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-carbamic acid tert-butyl ester

4-(4-amino-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3,5-dichlorobenzonitrile

[2-(2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-yl]-(6-methyl-pyrimidin-4-yl)-amine